Extended knowledge of 560-09-8

Here is just a brief introduction to this compound(560-09-8)Synthetic Route of C10H16O4, more information about the compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid) is in the article, you can click the link below.

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Investigation on two homologus series of ferroelectric hydrogen bond liquid crystals derived from camphoric acid and alkyloxy/alkyl benzoic acids.Synthetic Route of C10H16O4.

Two ferroelec. series comprising of 12 mesogens are investigated. In the first homologous series, Camphoric acid abbreviated as CA which is a ferroelec. ingredient, formed hydrogen bonds with benzoic acids with oxygen atom abbreviated as nBAO. The carbon chain of the benzoic acids varied from 5 to 12 atoms. Thus eight homologous members are synthesized. This mesogenic homologous series is represented as CA+nBAO. Similarly, Camphoric acid formed hydrogen bonds with alkyl benzoic acids abbreviated as nBA. The carbon number of the benzoic acids varied from 5 to 8. This mesogenic homologous series is represented as CA+nBA. Phases observed includes a new phase variant Smectic X*, and conventional phases C*, I* and G*. DSC thermograms exposed the Tc and corresponding ΔH magnitudes. Dielec. relaxations in smectic C* are discussed for a selected mesogen. The existence of oxygen in CA+nBAO facilitated presence of abundance poly phase morphism.

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Reference:
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Here is just a brief introduction to this compound(560-09-8)Electric Literature of C10H16O4, more information about the compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid) is in the article, you can click the link below.

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Chiral Isocamphoric Acid: Founding a Large Family of Homochiral Porous Materials.Electric Literature of C10H16O4.

Homochiral metal-organic frameworks (MOFs) are an important class of chiral solids with potential applications in chiral recognition; however, relatively few are available. Of great importance is the availability of low-cost, racemization-resistant, and versatile enantiopure building blocks. Among chiral building blocks, D-camphoric acid is highly prolific, yet, its trans-isomer, L-isocamphoric acid, has remained unknown in the entire field of solid-state materials. Its rich yet totally untapped synthetic and structural chem. has now been studied through the synthesis of a large family of homochiral metal isocamphorates. The 1st observation of diastereoisomerism in isostructural MOFs is presented. Isocamphorate has a powerful ability to create framework topologies unexpected from common inorganic building blocks, and isocamphoric acid should allow access to hundreds of new homochiral materials.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Size-Selective Crystallization of Homochiral Camphorate Metal-Organic Frameworks for Lanthanide Separation, published in 2014-09-10, which mentions a compound: 560-09-8, Name is (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, Molecular C10H16O4, Related Products of 560-09-8.

Lanthanides (Ln) are a group of important elements usually found in nature as mixtures Their separation is essential for technol. applications but is made challenging by their subtly different properties. Here the authors report that crystallization of homochiral camphorate metal-organic frameworks (MOFs) is highly sensitive to ionic radii of lanthanides and can be used to selectively crystallize a lanthanide element into predesigned MOFs. Two series of camphorate MOFs were synthesized with acetate (Type 1 with early lanthanides La-Dy) or formate (Type 2 with late lanthanides Tb-Lu and Y) as the auxiliary ligand, resp. The Ln coordination environment in each type exhibits selectivity for Ln3+ of different sizes, which could form the basis for a new cost-effective method for Ln separation

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Reference:
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Here is just a brief introduction to this compound(560-09-8)COA of Formula: C10H16O4, more information about the compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid) is in the article, you can click the link below.

COA of Formula: C10H16O4. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Synthesis, crystal structure and photoluminescent property of a 2D cadmium complex constructed by 4,4′-bis(benzimidazol-1-ylmethyl)biphenyl and camphoric acid ligands. Author is Tao, Zhao-Lin; Qin, Ling; Zheng, He-Gen.

A 2-dimensional complex [Cd(bbmb)(CAM)]n, based on a semi-rigid N-containing ligand bbmb (bbmb = 4,4′-bis(benzimidazol-1-ylmethyl)biphenyl) and H2CAM (H2CAM = camphoric acid) was synthesized by hydrothermal method and characterized by IR spectra, elemental anal., PXRD, TGA, and the crystal structure was determined by single-crystal x-ray diffraction. The complex crystallizes in the orthorhombic system, space group P212121, and features a two-dimensional (2D) layer structure. Second harmonic generation efficiency and fluorescence of the complex are also further studied. This complex has a 2nd harmonic generation response and good fluorescence property, which can be used as a 2nd-order nonlinear optical material and a potential fluorescence material.

Here is just a brief introduction to this compound(560-09-8)COA of Formula: C10H16O4, more information about the compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid) is in the article, you can click the link below.

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New learning discoveries about 560-09-8

Here is just a brief introduction to this compound(560-09-8)Synthetic Route of C10H16O4, more information about the compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid) is in the article, you can click the link below.

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Camphane derivatives. VII. Syntheses and structure of 3-methyl-3aβ,7aβ-bornano[3,2-d]oxazolidin-2-one and its derivatives》. Authors are Hamashima, Yoshio; Tori, Kazuo; Takamizawa, Akira.The article about the compound:(1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acidcas:560-09-8,SMILESS:CC1(C)[C@@H](CC[C@]1(C)C(O)=O)C(O)=O).Synthetic Route of C10H16O4. Through the article, more information about this compound (cas:560-09-8) is conveyed.

cf. CA 62, 4055b. In connection with the elucidation of the structure of I and II, obtained by the reaction of 3α-methylaminocamphor (III) with COCl2, 3-methyl-3aβ,7aβ-(IV) and 3aα,7α-bornano[3,2-d]oxazolidin-2-one (V) and their derivatives were synthesized and studied stereochem. Their N.M.R. spectra were also investigated (tabulated and discussed). Excess COCl2 in C6H6 added dropwise with stirring to a boiling suspension of 10 g. III.HCl in dry C6H6 until dissolution gave 7 g. VI, m. 82° (Et2O-hexane), [α]25D 142° (CHCl3), showing a pos. Cotton effect on optical rotatory dispersion (ORD), 0.36 g. II, m. 193° (MeOH-Et2O), [α]25D 127.7° (CHCl3), showing a pos. Cotton effect on ORD, and 0.3 g. unchanged III.HCl. The resinous oil obtained on concentration redissolved in C6H6, the solution washed with 10% aqueous Na2CO3, dried, and concentrated, the oily residue kept several days (HCl evolved), the resulting solid extracted with Et2O, and the Et2O-soluble fraction washed with dilute aqueous Na2CO3, chromatographed on neutral Al2O3, and eluted with Et2O gave 5 g. I, m. 82° (Et2O-hexane), [α]25D -22° (CHCl3), showing a neg. plain curve on ORD; the product eluted with MeOH and the Et2O-insoluble solid combined and recrystallized from MeOH gave 0.40 g. II. VI (0.2 g.) refluxed 2 hrs. with 5 ml. 25% MeOH-HCl gave 0.092 g. I and 0.046 g. VII, m. 122°. VI(0.5 g.) refluxed 5 hrs. with 3 ml. SOCl2 gave 0.35 g. I, m. 82°. (VII,R=Me); (IX,R=Et); (X,R=Ac); (XI,R=Bz); A suspension of I in 4 ml. 2% HCl heated 30 min. at 80° on a steam bath until CO2 evolution ceased and the resulting solution concentrated to dryness gave 15 mg. III.HCl, m. 238° (decomposition). ClCO2Me (1 mole) added dropwise to 2 moles III in Et2O with stirring and ice cooling and the mixture stirred 1 hr. at room temperature, gave VIII, b1, 130-40°, m. 53-4°. A mixture of 100 mg. I and 200 mg. KOH in 10 ml. MeOH refluxed 10 hrs. gave VIII, b1 135°, m. 50°. I (480 mg.) in 5 ml. MeOH containing 500 mg. Na heated 30 min. at 70° gave 400 mg. VIII, b1, 130-40°. I (1 g.) in 15 ml. 30% MeOH-HCl refluxed 10 hrs. gave 0.6 g. VII, m. 122°. I (1 mole) in C5H5N heated 2 hrs. at 70° with 1.2 moles AgNO3 in MeOH also gave VII, m. 122°. I (1 g.) refluxed with 25% EtOH-HCl and worked up like VII gave 0.9 g. IX, b0.07 145°. Both VII and IX were easily hydrolyzed to III by concentrated HCl. A mixture of 2.44 g. I and 2 g. AgOAc in AcOH refluxed 8 hrs. gave 2.1 g. X, m. 107° (hexane), showing a plain neg. curve on ORD. I (240 g.) mixed with 230 mg. AgOBz and 2 g. BzOH, and the mixture heated 10 hrs. at 150-60° and cooled, and the product isolated by extraction with C6H6 gave 200 mg. XI, m. 153-4°, [α]23D -47.2° (CHCl3). Acid hydrolysis of both X and XI led to III, no other products or intermediates being obtained. I (100 mg.) in 10 ml. MeOH containing 200 mg. KOH hydrogenated over 100 mg. 10% Pd-C at room temperature and atm. pressure with stirring (9 ml. H absorbed during 1 hr.) gave 60 mg. IV, m. 119° (Et2O), [α]28D 108.2° (CHCl3), showing a pos. plain curve on ORD. IV was also obtained in fairly good yield by hydrogenation with Raney Ni in alk. medium. 3α-Aminoborneol (XII) (300 mg.) and 3 ml. 98% HCO2H heated 6 hrs. at 110° gave 150 mg. XIII, m. 143° (EtOH). XII (100 mg.) and 100 mg. HCONH2 heated 10 min. at 120° gave 100 mg. XIII, m. 143°. (XII,R=H); (XIII,R=CHO); (XIV,R=Me); (XVIII,R=Cl); (XIX,R=OH); (XXII,R=OAc); (XXIII,R=OMe); XIII (300 mg.) in tetrahydrofuran (THF) added dropwise to 200 mg. LiAlF4 in THF with ice water cooling and the mixture refluxed and stirred 4 hrs. gave 200 mg. XIV, m. 85-6° (hexane). III (3 g.) in Et2O added to 300 mg. LiAlH4 in Et2O and the mixture stirred 2 hrs. at room temperature gave 1.0 g. XIV, m. 85° (hexane). To a mixture of 500 mg. XIV, 10 ml. C6H6, and 10 ml. 10% aqueous Na2CO3 was added 20% C6H6COCl2 with stirring until the organic layer became clear (the mixture was kept alk. throughout the reaction) gave 510 mg. IV, m. 119° (Et2O), [α]26D 108° (CHCl3), IV (10 mg.) refluxed 6 hrs. with 2 ml. MeOH containing 200 mg. KOH gave 6 mg. XIV, m. 80-2°. XIV (200 mg.) and 2 ml. CS2 in 15 ml. EtOH refluxed until no more H2S was evolved (15 hrs.) (during the reaction addnl. CS2 was added) gave 120 mg. XV, m. 206° (MeOH). A suspension of 120 mg. XV and 500 mg. Raney Ni (WII) in EtOH stirred 3 hrs. at room temperature and kept overnight gave 50 mg. XIV, m. 80-2°. To 100 mg. XV in 1 ml. AcOH was added dropwise 35% H2O2 until no more turbidity occurred and the mixture let stand 2 hrs. at room temperature to give IV, m. 119°. 3α-Aminoisoborneol (200 mg.) and 1 ml. 98% HCO2H refluxed 5 hrs. gave 150 mg. 3α-formamido analog, m. 162° (Me2CO-Et2O), which (480 mg.) reduced with LiAlH4 in Et2O gave 300 mg. 3α-methylaminoisoborneol (XVI), m. 66-7° (Et2O-hexane) (HCl salt m. >310°). II (70 mg.) treated with 2 ml. C5H5N and 1 ml. Ac2O under ice water cooling and the solution kept ∼1 week at room temperature gave 60 mg. XVII, m. 120.5° (Et2O), [α]30D 150.3°, showing a pos. plain curve on ORD. XVII on hydrolysis with NaOH or HCl gave II. II(100 mg.) and 2 ml. SOCl2 refluxed 20 hrs. until gas evolution ceased gave 100 mg. XVIII, m. 132° (Et2O-hexane), [α]28D -21.5° (CHCl3), showing a pos. plain curve on ORD. II (100 mg.) and 500 mg. PCl5 in 2 ml. POCl3 refluxed 20 hrs. gave 80 mg. XVIII, m. 130-1°. XVIII (400 mg.) suspended in 10 ml. 10% HCl heated 15 hrs. at 100° gave quant. XIX, m. 254° (decomposition) (MeOH-Et2O), [α]24D 13.3° (CHCl3), showing a pos. plain curve on ORD. XVIII (260 mg.) in 10 ml. MeOH containing 620 mg. KOH heated 4 hrs. at 75° and kept overnight at room temperature gave 100 mg. camphor-quinone (XX), m. 190-5°, and 100 mg. XIX. XIX (130 mg.) in 3 ml. absolute MeOH containing 200 mg. Na kept 1 week at room temperature gave 40 mg. D-camphoric acid (XXI), m. 187° (Et2O-hexane), [α]25D 46.1° (EtOH), and a small amount XX. XXI (10 mg.) heated 4 hrs. at 140° with 10 mg. ZnCl2 and 500 mg. Ac2O gave 3 mg. camphoric anhydride, m. 220°. XIX (50 mg.) in 10 ml. MeOH containing 50 mg. KOH hydrogenated over 100 mg. Raney Ni at room temperature and atm. pressure with stirring (6 ml. H absorbed, during 1 hr.) gave 37 mg. II, m. 188-90°. Zn (600 mg.) added to 130 mg. XIX in 6 ml. AcOH at 100° with stirring, after 2 hrs. 600 mg. Zn added, and the mixture heated and stirred 2 hrs. gave 20 mg. unchanged XIX, and 45 mg. II, m. 190-2°. XVIII (40 mg.), 60 mg. AgOAc; and 1 ml. C5H5N in 1 ml. AcOH heated 3 hrs. at 100° gave 25 mg. XXII, m. 84-5° (Et2O-hexane), [α]22D 67.2° (CHCl3), showing a pos. plain curve on ORD. To 50 mg. XIX in 5 ml. C5H5N was added 1 ml. Ac2O with cooling and the solution kept 1 week at room temperature to give 50 mg. XXII, m. 84° (Et2O-hexane). Treatment of either XVIII or XIX with excess AgOAc in C5H5N gave XXII. XXII (20 mg.) heated 4 hrs. on a steam bath with 2 ml. 10% HCl gave XIX, m. 254° (decomposition) (Et2O). XIX (50 mg.) and 2 ml. SOCl2 refluxed 20 hrs. gave XVIII, m. 132° (Et2O-hexane). A mixture of 40 mg. XVIII, 60 mg. AgNO3; 2 ml. C5H5N, and 2 ml. MeOH heated 1.5 hrs. on a steam bath until no further precipitation of solid occurred gave XXIII, b0.05 110-20°, m. 76-8° (hexane), showing a small pos. plain curve on ORD. XVIII (20 mg.) in 2 ml. 25% MeOH-HCl heated 5 hrs. gave 12 mg. XXIII, b0.05 115°. XXIII (50 mg.) in MeOH hydrogenated over 100 mg. Raney Ni at room temperature and atm. pressure (1 mol. equivalent H was absorbed) gave XXIV, b0.15 120-30°, m. 48-50°. To 260 mg. XIX in AcOD (prepared from 10 ml. Ac2O and 3 ml. D2O) was added 1 g. Zn at 110° with stirring, after 1.5 hrs. 1.5 g. Zn added, and the mixture heated 4.5 hrs. to give XXV, m. 192-3°. XVIII (100 mg.) in 10 ml. MeOH containing 200 mg. KOH hydrogenated over 100 mg. 10% Pd-C at room temperature and atm. pressure (2 mol. equivalents H absorbed in 15 min.) gave 60 mg. IV, m. 119° (Et2O-hexane), and 13 mg. XIV, m. 84-5°. XVIII (55 mg.) in 10 ml. MeOH containing 100 mg. KOH hydrogenated over 200 mg. Raney Ni at room temperature and atm. pressure (2 mot. equivalents H absorbed in 15 min.) gave 28 mg. V, m. 123° (Et2O), [α]27D -33.3° (CHCl3), showing a neg. plain curve on ORD. The N.M.R. spectral evidence confirmed the assignment of the configurations of most of the compounds prepared Pertinent ir data were given and the N.M.R. spectra of IV and V recorded.

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Reference:
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A new application about 560-09-8

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COA of Formula: C10H16O4. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Size-Selective Crystallization of Homochiral Camphorate Metal-Organic Frameworks for Lanthanide Separation. Author is Zhao, Xiang; Wong, Matthew; Mao, Chengyu; Trieu, Thuong Xinh; Zhang, Jian; Feng, Pingyun; Bu, Xianhui.

Lanthanides (Ln) are a group of important elements usually found in nature as mixtures Their separation is essential for technol. applications but is made challenging by their subtly different properties. Here the authors report that crystallization of homochiral camphorate metal-organic frameworks (MOFs) is highly sensitive to ionic radii of lanthanides and can be used to selectively crystallize a lanthanide element into predesigned MOFs. Two series of camphorate MOFs were synthesized with acetate (Type 1 with early lanthanides La-Dy) or formate (Type 2 with late lanthanides Tb-Lu and Y) as the auxiliary ligand, resp. The Ln coordination environment in each type exhibits selectivity for Ln3+ of different sizes, which could form the basis for a new cost-effective method for Ln separation

I hope my short article helps more people learn about this compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid)COA of Formula: C10H16O4. Apart from the compound(560-09-8), you can read my other articles to know other related compounds.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid( cas:560-09-8 ) is researched.Recommanded Product: 560-09-8.Su, Zhi; Lv, Gao-Chao; Fan, Jian; Liu, Guang-Xiang; Sun, Wei-Yin published the article 《Homochiral ferroelectric three-dimensional cadmium(II) frameworks from racemic camphoric acid and 3,5-di(imidazol-1-yl)benzoic acid》 about this compound( cas:560-09-8 ) in Inorganic Chemistry Communications. Keywords: crystal structure cadmium imidazolylbenzoate D L camphorate; cadmium imidazolylbenzoate camphorate enantioselective preparation ferroelectricity CD luminescence. Let’s learn more about this compound (cas:560-09-8).

Two three-dimensional (3D) chiral frameworks, [Cd6(L)4(D-Cam)4(H2O)4]·2H2O (1D) and [Cd6(L)4(L-Cam)4(H2O)4]·2H2O (1L) [HL = 3,5-di(imidazol-1-yl)benzoic acid, D-H2Cam = D-camphoric acid, L-H2Cam = L-camphoric acid], were synthesized under hydrothermal conditions, which represent a nice example of enantioselectivity of organic racemic ligands (DL-camphorates) during the self-assembly process and formation of the metal complexes. Compounds 1D and 1L feature 3-dimensional framework with chiral chains constructed by Cd(II) cations and camphorate anions. Solid-state CD spectra of 1D and 1L revealed that they are enantiomers. Also, the complexes with chiral C2 space group display ferroelec. behavior with a remnant elec. polarization (Pr) of ∼0.140 μC/cm2 and an elec. coercive field (Ec) of ∼17.11 kV/cm.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Integrated Molecular Chirality, Absolute Helicity, and Intrinsic Chiral Topology in Three-Dimensional Open-Framework Materials, published in 2008-12-24, which mentions a compound: 560-09-8, mainly applied to cobalt camphorate homochiral polymeric complex preparation structure; nickel camphorate homochiral polymeric complex preparation structure; benzenedicarboxylate cobalt camphorate trimethylenedipyridine polymeric complex preparation structure; indium camphorate homochiral polymeric complex preparation structure; magnesium malate polymeric complex preparation structure; crystal structure metal camphorate malate polymeric complex; chirality metal camphorate malate polymeric complex, Category: isothiazole.

While chiral materials are common, few are known that integrate mol. chirality, absolute helicity, and 3-dimensional intrinsically chiral topol. nets in one material. Such multihomochiral features may lead to enhanced chiral recognition processes that are important for enantioselective catalysis or separation Reported here are 3-dimensional open-framework materials with unusual integration of various homochiral and homohelical features, even in the bulk sample. Thus, Me4N[InL2]·2H2O (H2L = D- and L-camphoric acid (Hcam)), (Me3NCH2CH2OH)[In(D-cam)2]·2H2O, Co(D-cam)1/2(bdc)1/2(tmdpy) (H2dbc = 1,4-benzenedicarboxylic acid; tmdpy = 4,4′-trimethylenedipyridine). Ni(D-cam)(H2O)2 and Mg(L-ma)(H2O)2·H2O (L-maH2 = L-malic acid) were prepared and their crystal structures determined

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The influence of catalyst in reaction 560-09-8

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Camphane derivatives. VII. Syntheses and structure of 3-methyl-3aβ,7aβ-bornano[3,2-d]oxazolidin-2-one and its derivatives, published in 1965, which mentions a compound: 560-09-8, mainly applied to , Application In Synthesis of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid.

cf. CA 62, 4055b. In connection with the elucidation of the structure of I and II, obtained by the reaction of 3α-methylaminocamphor (III) with COCl2, 3-methyl-3aβ,7aβ-(IV) and 3aα,7α-bornano[3,2-d]oxazolidin-2-one (V) and their derivatives were synthesized and studied stereochem. Their N.M.R. spectra were also investigated (tabulated and discussed). Excess COCl2 in C6H6 added dropwise with stirring to a boiling suspension of 10 g. III.HCl in dry C6H6 until dissolution gave 7 g. VI, m. 82° (Et2O-hexane), [α]25D 142° (CHCl3), showing a pos. Cotton effect on optical rotatory dispersion (ORD), 0.36 g. II, m. 193° (MeOH-Et2O), [α]25D 127.7° (CHCl3), showing a pos. Cotton effect on ORD, and 0.3 g. unchanged III.HCl. The resinous oil obtained on concentration redissolved in C6H6, the solution washed with 10% aqueous Na2CO3, dried, and concentrated, the oily residue kept several days (HCl evolved), the resulting solid extracted with Et2O, and the Et2O-soluble fraction washed with dilute aqueous Na2CO3, chromatographed on neutral Al2O3, and eluted with Et2O gave 5 g. I, m. 82° (Et2O-hexane), [α]25D -22° (CHCl3), showing a neg. plain curve on ORD; the product eluted with MeOH and the Et2O-insoluble solid combined and recrystallized from MeOH gave 0.40 g. II. VI (0.2 g.) refluxed 2 hrs. with 5 ml. 25% MeOH-HCl gave 0.092 g. I and 0.046 g. VII, m. 122°. VI(0.5 g.) refluxed 5 hrs. with 3 ml. SOCl2 gave 0.35 g. I, m. 82°. (VII,R=Me); (IX,R=Et); (X,R=Ac); (XI,R=Bz); A suspension of I in 4 ml. 2% HCl heated 30 min. at 80° on a steam bath until CO2 evolution ceased and the resulting solution concentrated to dryness gave 15 mg. III.HCl, m. 238° (decomposition). ClCO2Me (1 mole) added dropwise to 2 moles III in Et2O with stirring and ice cooling and the mixture stirred 1 hr. at room temperature, gave VIII, b1, 130-40°, m. 53-4°. A mixture of 100 mg. I and 200 mg. KOH in 10 ml. MeOH refluxed 10 hrs. gave VIII, b1 135°, m. 50°. I (480 mg.) in 5 ml. MeOH containing 500 mg. Na heated 30 min. at 70° gave 400 mg. VIII, b1, 130-40°. I (1 g.) in 15 ml. 30% MeOH-HCl refluxed 10 hrs. gave 0.6 g. VII, m. 122°. I (1 mole) in C5H5N heated 2 hrs. at 70° with 1.2 moles AgNO3 in MeOH also gave VII, m. 122°. I (1 g.) refluxed with 25% EtOH-HCl and worked up like VII gave 0.9 g. IX, b0.07 145°. Both VII and IX were easily hydrolyzed to III by concentrated HCl. A mixture of 2.44 g. I and 2 g. AgOAc in AcOH refluxed 8 hrs. gave 2.1 g. X, m. 107° (hexane), showing a plain neg. curve on ORD. I (240 g.) mixed with 230 mg. AgOBz and 2 g. BzOH, and the mixture heated 10 hrs. at 150-60° and cooled, and the product isolated by extraction with C6H6 gave 200 mg. XI, m. 153-4°, [α]23D -47.2° (CHCl3). Acid hydrolysis of both X and XI led to III, no other products or intermediates being obtained. I (100 mg.) in 10 ml. MeOH containing 200 mg. KOH hydrogenated over 100 mg. 10% Pd-C at room temperature and atm. pressure with stirring (9 ml. H absorbed during 1 hr.) gave 60 mg. IV, m. 119° (Et2O), [α]28D 108.2° (CHCl3), showing a pos. plain curve on ORD. IV was also obtained in fairly good yield by hydrogenation with Raney Ni in alk. medium. 3α-Aminoborneol (XII) (300 mg.) and 3 ml. 98% HCO2H heated 6 hrs. at 110° gave 150 mg. XIII, m. 143° (EtOH). XII (100 mg.) and 100 mg. HCONH2 heated 10 min. at 120° gave 100 mg. XIII, m. 143°. (XII,R=H); (XIII,R=CHO); (XIV,R=Me); (XVIII,R=Cl); (XIX,R=OH); (XXII,R=OAc); (XXIII,R=OMe); XIII (300 mg.) in tetrahydrofuran (THF) added dropwise to 200 mg. LiAlF4 in THF with ice water cooling and the mixture refluxed and stirred 4 hrs. gave 200 mg. XIV, m. 85-6° (hexane). III (3 g.) in Et2O added to 300 mg. LiAlH4 in Et2O and the mixture stirred 2 hrs. at room temperature gave 1.0 g. XIV, m. 85° (hexane). To a mixture of 500 mg. XIV, 10 ml. C6H6, and 10 ml. 10% aqueous Na2CO3 was added 20% C6H6COCl2 with stirring until the organic layer became clear (the mixture was kept alk. throughout the reaction) gave 510 mg. IV, m. 119° (Et2O), [α]26D 108° (CHCl3), IV (10 mg.) refluxed 6 hrs. with 2 ml. MeOH containing 200 mg. KOH gave 6 mg. XIV, m. 80-2°. XIV (200 mg.) and 2 ml. CS2 in 15 ml. EtOH refluxed until no more H2S was evolved (15 hrs.) (during the reaction addnl. CS2 was added) gave 120 mg. XV, m. 206° (MeOH). A suspension of 120 mg. XV and 500 mg. Raney Ni (WII) in EtOH stirred 3 hrs. at room temperature and kept overnight gave 50 mg. XIV, m. 80-2°. To 100 mg. XV in 1 ml. AcOH was added dropwise 35% H2O2 until no more turbidity occurred and the mixture let stand 2 hrs. at room temperature to give IV, m. 119°. 3α-Aminoisoborneol (200 mg.) and 1 ml. 98% HCO2H refluxed 5 hrs. gave 150 mg. 3α-formamido analog, m. 162° (Me2CO-Et2O), which (480 mg.) reduced with LiAlH4 in Et2O gave 300 mg. 3α-methylaminoisoborneol (XVI), m. 66-7° (Et2O-hexane) (HCl salt m. >310°). II (70 mg.) treated with 2 ml. C5H5N and 1 ml. Ac2O under ice water cooling and the solution kept ∼1 week at room temperature gave 60 mg. XVII, m. 120.5° (Et2O), [α]30D 150.3°, showing a pos. plain curve on ORD. XVII on hydrolysis with NaOH or HCl gave II. II(100 mg.) and 2 ml. SOCl2 refluxed 20 hrs. until gas evolution ceased gave 100 mg. XVIII, m. 132° (Et2O-hexane), [α]28D -21.5° (CHCl3), showing a pos. plain curve on ORD. II (100 mg.) and 500 mg. PCl5 in 2 ml. POCl3 refluxed 20 hrs. gave 80 mg. XVIII, m. 130-1°. XVIII (400 mg.) suspended in 10 ml. 10% HCl heated 15 hrs. at 100° gave quant. XIX, m. 254° (decomposition) (MeOH-Et2O), [α]24D 13.3° (CHCl3), showing a pos. plain curve on ORD. XVIII (260 mg.) in 10 ml. MeOH containing 620 mg. KOH heated 4 hrs. at 75° and kept overnight at room temperature gave 100 mg. camphor-quinone (XX), m. 190-5°, and 100 mg. XIX. XIX (130 mg.) in 3 ml. absolute MeOH containing 200 mg. Na kept 1 week at room temperature gave 40 mg. D-camphoric acid (XXI), m. 187° (Et2O-hexane), [α]25D 46.1° (EtOH), and a small amount XX. XXI (10 mg.) heated 4 hrs. at 140° with 10 mg. ZnCl2 and 500 mg. Ac2O gave 3 mg. camphoric anhydride, m. 220°. XIX (50 mg.) in 10 ml. MeOH containing 50 mg. KOH hydrogenated over 100 mg. Raney Ni at room temperature and atm. pressure with stirring (6 ml. H absorbed, during 1 hr.) gave 37 mg. II, m. 188-90°. Zn (600 mg.) added to 130 mg. XIX in 6 ml. AcOH at 100° with stirring, after 2 hrs. 600 mg. Zn added, and the mixture heated and stirred 2 hrs. gave 20 mg. unchanged XIX, and 45 mg. II, m. 190-2°. XVIII (40 mg.), 60 mg. AgOAc; and 1 ml. C5H5N in 1 ml. AcOH heated 3 hrs. at 100° gave 25 mg. XXII, m. 84-5° (Et2O-hexane), [α]22D 67.2° (CHCl3), showing a pos. plain curve on ORD. To 50 mg. XIX in 5 ml. C5H5N was added 1 ml. Ac2O with cooling and the solution kept 1 week at room temperature to give 50 mg. XXII, m. 84° (Et2O-hexane). Treatment of either XVIII or XIX with excess AgOAc in C5H5N gave XXII. XXII (20 mg.) heated 4 hrs. on a steam bath with 2 ml. 10% HCl gave XIX, m. 254° (decomposition) (Et2O). XIX (50 mg.) and 2 ml. SOCl2 refluxed 20 hrs. gave XVIII, m. 132° (Et2O-hexane). A mixture of 40 mg. XVIII, 60 mg. AgNO3; 2 ml. C5H5N, and 2 ml. MeOH heated 1.5 hrs. on a steam bath until no further precipitation of solid occurred gave XXIII, b0.05 110-20°, m. 76-8° (hexane), showing a small pos. plain curve on ORD. XVIII (20 mg.) in 2 ml. 25% MeOH-HCl heated 5 hrs. gave 12 mg. XXIII, b0.05 115°. XXIII (50 mg.) in MeOH hydrogenated over 100 mg. Raney Ni at room temperature and atm. pressure (1 mol. equivalent H was absorbed) gave XXIV, b0.15 120-30°, m. 48-50°. To 260 mg. XIX in AcOD (prepared from 10 ml. Ac2O and 3 ml. D2O) was added 1 g. Zn at 110° with stirring, after 1.5 hrs. 1.5 g. Zn added, and the mixture heated 4.5 hrs. to give XXV, m. 192-3°. XVIII (100 mg.) in 10 ml. MeOH containing 200 mg. KOH hydrogenated over 100 mg. 10% Pd-C at room temperature and atm. pressure (2 mol. equivalents H absorbed in 15 min.) gave 60 mg. IV, m. 119° (Et2O-hexane), and 13 mg. XIV, m. 84-5°. XVIII (55 mg.) in 10 ml. MeOH containing 100 mg. KOH hydrogenated over 200 mg. Raney Ni at room temperature and atm. pressure (2 mot. equivalents H absorbed in 15 min.) gave 28 mg. V, m. 123° (Et2O), [α]27D -33.3° (CHCl3), showing a neg. plain curve on ORD. The N.M.R. spectral evidence confirmed the assignment of the configurations of most of the compounds prepared Pertinent ir data were given and the N.M.R. spectra of IV and V recorded.

Compound(560-09-8)Application In Synthesis of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid received a lot of attention, and I have introduced some compounds in other articles, similar to this compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid), if you are interested, you can check out my other related articles.

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Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Downstream Synthetic Route Of 560-09-8

Here is just a brief introduction to this compound(560-09-8)SDS of cas: 560-09-8, more information about the compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid) is in the article, you can click the link below.

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Zhongguo Gonggong Weisheng called Protective effect of α-lipoic acid on diabetes cardiomyopathy in rats, Author is Kang, Yaping; Wang, Guoxian; Wei, Xiaogang, which mentions a compound: 560-09-8, SMILESS is CC1(C)[C@@H](CC[C@]1(C)C(O)=O)C(O)=O, Molecular C10H16O4, SDS of cas: 560-09-8.

The protective effect of α-lipoic acid (ALA) on diabetes cardiomyopathy and its mechanism were explored. SD rats were randomly divided into normal control, diabetes model, low, moderate and high dose ALA treatment groups with a peritoneal injection of streptozotocin (STZ) of 60 mg/kg. The rats in ALA treatment groups were administrated by gavage with ALA at the dosages of 15, 30, and 60 mg/kg a day for 12 wk. The contents of blood sugar and serum fructosamine were detected. Immunohistochem. method and western blot method were used to determine matrix metalloproteinase-9 (MMP-9), metalloproteinase-2 (MMP-2), and tissue inhibitors of matrix metalloproteinase-1 (TIMP-1) in myocardial tissue of the rats. Compared with those of the control group (4.62±1.03, 3.2±0.19), fasting blood glucose and serum fructosamine of the diabetic rats (25.45±3.24, 4.43±0.62) were significantly up-regulated (P<0.05). Cardiac function test showed that left ventricular end-diastolic pressure (LVEDP) increased and left ventricular systolic pressure (LVSP), ±dp/dtmax declined significantly in diabetes rats compared with those of the control rats (P<0.05 for all) and the protein expressions of MMP-2 (68.9±4.35), MMP-9 (87.38±11.10), TIMP-1 (81.82±9.61), and MMP-9/TIMP-1 (1.05±0.06) were also significantly up-regulated in the diabetic rats (P<0.05 for all). Compared with the diabetic group, fasting blood glucose and serum fructosamine of the ALA treated rats were significantly decreased (P<0.05 for all) and LVEDP (5.60±0.98 mmHg) decreased significantly (P<0.05) and LVSP (127.55±5.45 mmHg) elevated (P<0.05). The protein expressions of MMP-2 (62.26), MMP-9 (76.78), TIMP-1 (72.87) and MMP-9/TIMP-1 (1.03) of ALA treated rats were significantly decreased compared to those of the diabetic model rats (P<0.05 for all). ALA had protective effect on diabetic cardiomyopathy through regulating MMPs and TIMP-1. Here is just a brief introduction to this compound(560-09-8)SDS of cas: 560-09-8, more information about the compound((1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid) is in the article, you can click the link below.

Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com