Tag: 269.3599

Diastereoselective Conjugate Reduction and Enolate Trapping with Glyoxylate Imines. A Concise Approach to β-Lactams that Involves a Ternary Combination of Components was written by Palomo, Claudio;Aizpurua, Jesus M.;Gracenea, Jose Javier. And the article was included in Journal of Organic Chemistry in 1999.Category: isothiazole This article mentions the following:

The conjugate addition of hydride reagents to enolates and subsequent condensation of the resulting enolate with an imine is used to prepare β-lactams. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Category: isothiazole).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. The chemistry of isothiazoles is being intensively developed, which is evidenced by the wide range of selective transformations involving the isothiazole heterocycle and the high biological activity of its derivatives that can be used as effective new drugs and plant protection chemicals. Isothiazoles are readily prepared from isoxazoles. Thus, reductive ring opening of isoxazoles gives enaminones , which on treatment with phosphorus pentasulfide and chloranil give the corresponding isothiazoles.Category: isothiazole

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Synthesis and CD spectra in MeCN, MeOH, and H₂O of γ-oligopeptides with hydroxy groups on the backbone was written by Brenner, Meinrad;Seebach, Dieter. And the article was included in Helvetica Chimica Acta in 2001.Name: 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one This article mentions the following:

γ⁴-Tripeptides and γ⁴-hexapeptides, I [n = 1, 2; R¹ = Boc (Boc = tert-butoxycarbonyl), R² = Bn;] and II (n = 1, 2; R¹ = Boc, R² = Bn, or n = 2, R¹ = R² = H) with OH groups in the 2- or 3-position on each residue have been prepared The corresponding 2-hydroxy amino acids were obtained by Si-nitronate (3+2) cycloadditions to the acryloyl derivative of Oppolzer’s sultam and Raney-Ni reduction of the resulting 1,2-oxazolidines. The 3-hydroxy amino acid derivatives were prepared by chain elongation via Claisen condensation of Boc-Ala-OH, Boc-Val-OH, and Boc-Leu-OH, and NaBH₄ reduction of the Me 4-amino 3-oxo carboxylates formed. The N-Boc hydroxy amino acids were coupled in solution to give the γ-peptides. CD spectra of the new types of γ-peptides were recorded and compared with those of simple γ²-, γ³-, γ⁴-, and γ^2,3,4-peptides. An intense Cotton effect at ca. 200 nm ([Θ]= -2.10⁵ deg·cm²·dmol^-1) indicates that the hexapeptide built of (3R,4S)-4-amino-3-hydroxy acids (with the side chains of Val, Ala, Leu) folds to a secondary structure so far unknown. The stability of peptides from β- and γ-amino acids, which carry heteroatoms on their backbones is discussed. Positions on the γ-peptidic 2.6₁₄ helix are identified at which non-H-atoms are “allowed”. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Name: 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. Similar to other five-membered heterocycles, isothiazoles react with a wide range of electrophilic and nucleophilic reagents to form diverse products. Various penicillins and cephalosporins having an isothiazole ring system have shown considerable antibacterial efficacy against Gram-positive and Gram-negative bacteria.Name: 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Stereoselective synthesis of a conformationally restricted β-hydroxy-γ-amino acid was written by Xiao, Dong;Carroll, Patrick J.;Mayer, Scott C.;Pfizenmayer, Amy J.;Joullie, Madeleine M.. And the article was included in Tetrahedron: Asymmetry in 1997.Safety of 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one This article mentions the following:

β-Hydroxy-γ-amino acids are a class of non-proteinogenic amino acids present in many important biol. active natural products. In conjunction with the author’s research on didemnins, sterically constrained β-hydroxy-γ-amino acid I was designed and synthesized in which the requisite carboxyl, hydroxyl and amino groups are positioned on a conformationally stable 6-membered ring. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Safety of 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. Similar to other five-membered heterocycles, isothiazoles react with a wide range of electrophilic and nucleophilic reagents to form diverse products. The isothiazoles can be oxidized to the corresponding sulfoxides on treatment with peracids.Safety of 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

1,3-Dipolar cycloaddition of C-(2-thiazolyl)nitrones to chiral acrylates. Synthesis of enantiopure α-amino-2-alkylthiazoles and 5-formylpyrrolidin-2-ones was written by Tejero, Tomas;Dondoni, Alessandro;Rojo, Isabel;Merchan, Francisco L.;Merino, Pedro. And the article was included in Tetrahedron in 1997.COA of Formula: C13H19NO3S This article mentions the following:

The 1,3-dipolar cycloaddition of thiazolyl nitrones I (R¹ = PhCH₂, 4-MeOC₆H₄CH₂) with chiral acrylates, e.g., II, has been studied. The use of the Oppolzer’s camphor sultam as chiral inductor provided isoxazolidines, III with excellent regio- and diastereoselectivities and good asym. induction. The cycloadducts were converted into homochiral α-amino-2-alkylthiazoles and 5-(2-thiazolyl)-3-hydroxy-2-pyrrolidinones IV. The latter compounds were precursors of highly functionalized pyrrolidones by the aldehyde unmasking from the thiazole ring and subsequent reactions of the formyl group. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9COA of Formula: C13H19NO3S).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. Isothiazole is more toxic than pyridine. But the more substituted isothiazoles are usually far less toxic. Isothiazoles are readily prepared from isoxazoles. Thus, reductive ring opening of isoxazoles gives enaminones , which on treatment with phosphorus pentasulfide and chloranil give the corresponding isothiazoles.COA of Formula: C13H19NO3S

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Synthesis and synthesis-based structural elucidation of (-)-macrosphelides J and K was written by An, Hongchan;Kim, Seung-Hee;Kim, Heegyu;Kim, Kyeojin;Sim, Jaehoon;Jang, Jaebong;Paek, Seung-Mann;Suh, Young-Ger;Yun, Hwayoung. And the article was included in Heterocycles in 2015.Synthetic Route of C13H19NO3S This article mentions the following:

The structures of (-)-macrosphelides J (I) and K (II) have been elucidated via asym. total syntheses. Key points of the structure elucidation include an initial prediction of the stereochemistries of (-)-macrosphelides J and K based on the structural relationship of the macrosphelides and mol. modeling of macrosphelide B. Our synthetic approach features an isoxazoline-based route involving a diastereoselective olefin-nitrile oxide cycloaddition, an intricate reductive N-O bond cleavage of an isoxazoline and O-alkylation of the labile β-hydroxy ketone intermediate. In the experiment, the researchers used many compounds, for example, 1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7Synthetic Route of C13H19NO3S).

1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7) belongs to isothiazole derivatives. Similar to other five-membered heterocycles, isothiazoles react with a wide range of electrophilic and nucleophilic reagents to form diverse products. Isothiazoles are readily prepared from isoxazoles. Thus, reductive ring opening of isoxazoles gives enaminones , which on treatment with phosphorus pentasulfide and chloranil give the corresponding isothiazoles.Synthetic Route of C13H19NO3S

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Synthesis and X-ray crystal structure of a thymidine derivative was written by Kim, Su Jeong;Lee, Ju Young;Ko, Ki Hwan;Kim, Byeang Hyean. And the article was included in Bulletin of the Korean Chemical Society in 1998.Recommanded Product: 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one This article mentions the following:

A thymidine derivative has been synthesized from thymidine in 6 steps (40.5% overall yield) and X-ray crystallog. study shows that this derivative forms a centrosym. cyclic dimer through hydrogen bonding between thymine-thymine bases. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Recommanded Product: 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. Similar to other five-membered heterocycles, isothiazoles react with a wide range of electrophilic and nucleophilic reagents to form diverse products. Various penicillins and cephalosporins having an isothiazole ring system have shown considerable antibacterial efficacy against Gram-positive and Gram-negative bacteria.Recommanded Product: 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Stereoselective synthesis of tubuvaline methyl ester and tubuphenylalanine, components of tubulysins, tubulin polymerization inhibitors was written by Shibue, Taku;Hirai, Toshihiro;Okamoto, Iwao;Morita, Nobuyoshi;Masu, Hyuma;Azumaya, Isao;Tamura, Osamu. And the article was included in Tetrahedron Letters in 2009.Related Products of 94594-91-9 This article mentions the following:

Synthetic studies of two components of tubulysins, tubulin polymerization inhibitors are described. The highly stereoselective synthesis of tubuvaline Me ester I was accomplished by 1,3-dipolar cycloaddition of nitrone and acrylic acid derivatives as a key step. The synthesis of tubuphenylalanine II was conducted by an aldol reaction of a boron enolate of (S)-4-isopropyl-3-propionyl-2-oxazolidinone with aldehyde, readily prepared from phenylalanine, followed by Barton deoxygenation under radical conditions. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Related Products of 94594-91-9).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. Isothiazoles and their saturated and/or oxygenated analogs play an important role in pharmaceutical research. The isothiazoles can be oxidized to the corresponding sulfoxides on treatment with peracids.Related Products of 94594-91-9

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Synthetic studies on the immunosuppressive agent FK-506: enantioselective synthesis of a C22-C34 fragment was written by Baker, Robert K.;Rupprecht, Kathleen M.;Armistead, David M.;Boger, Joshua;Frankshun, Robert A.;Hodges, Paul J.;Hoogsteen, Karst;Pisano, Judith M.;Witzel, Bruce E.. And the article was included in Tetrahedron Letters in 1998.Synthetic Route of C13H19NO3S This article mentions the following:

The C28-C32 cyclohexyl group of the natural product, FK-506 (I), was prepared enantioselectively from the iodolactone II by replacement of iodide with retention of configuration. The C27-C28 trisubstituted olefin was introduced stereoselectively via a classical aldol/elimination sequence employing titanium enolate methodol. Elaboration of this chem. has led to a synthesis of C22-C34 fragment III of the natural product. In the experiment, the researchers used many compounds, for example, 1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7Synthetic Route of C13H19NO3S).

1-((3aR,6S,7aS)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 119944-89-7) belongs to isothiazole derivatives. Some representatives of isothiazoles have proven to be synergists of bioactive substances, which opens the way to lower the doses of drugs used and is especially important in cancer chemotherapy. Isothiazoles are readily prepared from isoxazoles. Thus, reductive ring opening of isoxazoles gives enaminones , which on treatment with phosphorus pentasulfide and chloranil give the corresponding isothiazoles.Synthetic Route of C13H19NO3S

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

High-yield synthesis of pyrrolidinyl PNA monomers was written by Merino, Pedro;Greco, Graziella;Tejero, Tomas;Chiacchio, Ugo;Corsaro, Antonino;Pistara, Venerando;Romeo, Giovanni. And the article was included in Tetrahedron Letters in 2011.Product Details of 94594-91-9 This article mentions the following:

Two monomers for the syntheses of conformationally restricted peptide nucleic acids were synthesized through a simple procedure, involving an asym. 1,3-dipolar cycloaddition chem. as a key step, from common starting materials in 3 and 5 steps, and 58.8% and 30.5% overall yields, resp. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Product Details of 94594-91-9).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. Isothiazole is a good solvent for many organic substances but should be used with caution because it is more toxic than pyridine. In general, isothiazole undergoes nitration in the presence of HNO3, sulfuric acid, and sulfonation by using sulfuric acid under thermal conditions to generate corresponding 4-nitro- and 4-sulfonic acid derivatives, respectively.Product Details of 94594-91-9

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Diastereoselective cycloadditions of nitrilimines to enantiopure acrylamides was written by Garanti, Luisa;Molteni, Giorgio;Pilati, Tullio. And the article was included in Tetrahedron: Asymmetry in 2002.Safety of 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one This article mentions the following:

The diastereoselective cycloaddition of the nitrilimine, generated from hydrazonoyl chloride 4-MeC₆H₄NHN:C(Cl)CO₂Me, with enantiopure pyrrolidine, oxazolidine, or camphorsultam substituted acrylamides, e.g. I (R = Me₂CH, Ph), gave separable mixtures of isomeric 4,5-dihydropyrazoles, e.g. II. Basic hydrolysis of the cycloadducts gave the corresponding dicarboxy derivatives, e.g. III, which are of potential interest as new chiral building blocks. In the experiment, the researchers used many compounds, for example, 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9Safety of 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one).

1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one (cas: 94594-91-9) belongs to isothiazole derivatives. Isothiazoles and benzisothiazoles are usually liquids or low-melting-point solids; polar substituents increase the melting points because of the possibility of hydrogen bonding and other interactions in the crystalline state. It has been found that isothiazole-based compounds show synergistic effects when used with other biocidal compounds.Safety of 1-((3aS,6R,7aR)-8,8-Dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com