Category: 104322-63-6

Escalante, Jaime; Juaristi, Eusebio published the artcile< Enantioselective synthesis of β-amino acids. 6. High 1,2-stereoinduction in the preparation of enantiopure 2(R)-hydroxy-3(R)-N-benzoylamino-3-phenylpropionic acid (like stereoisomer of Taxol's side chain)>, Quality Control of 104322-63-6, the main research area is stereoselective hydroxylation phenylperhydropyrimidinone camphor oxaziridine; pyrimidinone phenylperhydro stereoselective hydroxylation oxaziridine; asym synthesis phenylisoserine.

The remarkably high 1,2-stereoinduction encountered in the hydroxylation of 6(S)-phenylperhydropyrimidin-4-one I allows for the preparation of enantiopure N-benzoyl (2R,3R)-3-phenylisoserine (II), the like stereoisomer of taxol’s C-13 side chain.

Tetrahedron Letterspublished new progress about Amino acids, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Quality Control of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Hewawasam, Piyasena; Meanwell, Nicholas A.; Gribkoff, Valentin K.; Dworetzky, Steven I.; Boissard, Christopher G. published the artcile< Discovery of a novel class of BK channel openers: enantiospecific synthesis and BK channel opening activity of 3-(5-chloro-2-hydroxyphenyl)-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indol-2-ones>, Reference of 104322-63-6, the main research area is indolone hydroxy hydroxyphenyl preparation BK channel; BK channel opener hydroxyindolone hydroxyphenyl derivative; structure activity hydroxyphenylindolone BK channel openers.

3-Aryl-3-hydroxyindol-2-ones have been identified as a novel class of BK channel openers. Synthesis of both racemic and chiral 3-aryl-3-hydroxyindolones is described along with their electrophysiol. evaluation as activators of the cloned BK channel mSlo expressed in Xenopus laevis oocytes. The preliminary SAR data indicate the importance of both an electron-withdrawing substituent on the oxindole nucleus and the phenolic hydroxyl for expression of BK channel opening properties. Moreover, the dependence of BK channel opening activity on the absolute configuration of the chiral center in this pharmacophore has been demonstrated.

Bioorganic & Medicinal Chemistry Letterspublished new progress about Potassium channel openers (BK). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Reference of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Davis, Franklin A.; Sheppard, Aurelia C. published the artcile< Oxidation of enamines to α-hydroxy ketones and α-amino ketones using N-sulfonyloxaziridines>, Name: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide, the main research area is enamine oxidation sulfonyloxaziridine; ketone hydroxy amino.

Tri-substituted enamines are oxidized to α-hydroxy ketones by N-sulfonyloxaziridines while di-substituted enamines are oxidized to α-amino ketones. A unified mechanism for the formation of both α-hydroxy ketones and α-amino ketones is proposed.

Tetrahedron Letterspublished new progress about Amines, keto Role: SPN (Synthetic Preparation), PREP (Preparation). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Name: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Bunnage, Mark E.; Chernega, Alexander N.; Davies, Stephen G.; Goodwin, Christopher J. published the artcile< Asymmetric synthesis of β-amino-α-hydroxy acids via diastereoselective hydroxylation of homochiral β-amino enolates>, Name: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide, the main research area is amino hydroxy acid stereoselective preparation; alkenoate conjugate addition amine; enolate amino preparation stereoselective hydroxylation.

The highly diastereoselective conjugate addition of lithium N-benzyl-N-α-methylbenzylamide with enoate acceptors, and the electrophilic hydroxylation of the resultant β-amino enolates with (camphorsulfonyl)oxaziridine, is identified as a direct and general strategy for the asym. synthesis of homochiral β-amino-α-hydroxy acids and their derivatives A structurally diverse array of β-amino enolate substrates can be hydroxylated with generally excellent anti diastereoselectivity (>90% d.e.) using this protocol; an alternative stepwise hydroxylation procedure, where the β-amino enolate is prepared by enolization of the preformed conjugate adduct also led to the anti diastereoisomer. The diastereofacial selectivity of enolate hydroxylation appears to be under predominantly substrate-controlled asym. induction, although a measurable degree of chirality recognition with the oxaziridine reagent can be observed Homochiral β-amino-α-keto esters are also prepared and their stereoselective reductions examined

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999)published new progress about Amino acids, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Name: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Davis, Frankin A.; Haque, M. Serajul published the artcile< Stereochemistry of the asymmetric oxidation of ketone enolates using (camphorylsulfonyl)oxaziridines>, Application In Synthesis of 104322-63-6, the main research area is asym oxidation ketone enolate camphorylsulfonyloxaziridine; chiral hydroxy ketone preparation.

Ketones (e.g., PhCOCH2R; R = Me, Ph) were converted to their enolates with a base, e.g., (Me3Si)2NNa, and then oxidized with chiral oxaziridines, e.g., I, to give chiral hydroxy ketones, e.g. (+)(R)- and (-)(S)-PhCOCH(OH)R, in 69-95% enantiomeric excess and yields as high as 88%. Generally, sodium enolates gave the highest enantiomeric excess. A mechanism is proposed to account for the chiral recognition.

Journal of Organic Chemistrypublished new progress about Enols Role: RCT (Reactant), RACT (Reactant or Reagent). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Application In Synthesis of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Oka, Natsuhisa; Morita, Yasuhiro; Itakura, Yuta; Ando, Kaori published the artcile< Synthesis of inosine 6-phosphate diesters via phosphitylation of the carbonyl oxygen>, Recommanded Product: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide, the main research area is nucleoside inosine phosphate diester synthesis phosphitylation phosphoramidite acidic catalyst.

Inosine derivatives bearing a phosphodiester group at the O6-position of the nucleobase were synthesized via phosphitylation of the carbonyl oxygen using phosphoramidites activated by non-nucleophilic acidic activators such as N-(cyanomethyl)pyrrolidinium triflate.

Chemical Communications (Cambridge, United Kingdom)published new progress about Nucleosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Recommanded Product: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Dowden, James; Moreau, Christelle; Brown, Richard S.; Berridge, Georgina; Galione, Antony; Potter, Barry V. L. published the artcile< Chemical synthesis of the second messenger nicotinic acid and adenine dinucleoside phosphate by total synthesis of nicotinamide adenine dinucleotide phosphate>, Application of C10H15NO3S, the main research area is second messenger nicotinamide adenine nucleotide oligoribonucleotide preparation calcium release; nicotinic acid adenine nucleotide nicotinamide preparation calcium release NADP.

The first single-isomer synthesis of NADP is reported. Installation and maintenance of sensitive phosphate and pyridinium functionalities were key to success. Significantly, conversion of NADP into the important mammalian second messenger nicotinic acid adenine dinucleotide phosphate (NAADP) was achieved. The biol. evaluation of the activity of the release of Ca2+ ions confirms the identity of NAADP. Ca2+ release properties against sea-urchin-egg homogenate and spectroscopic characterization are reported.

Angewandte Chemie, International Editionpublished new progress about Calcium release channels Role: BCP (Biochemical Process), BSU (Biological Study, Unclassified), BIOL (Biological Study), PROC (Process). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Application of C10H15NO3S.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Davis, Franklin A.; Wei, Jia; Sheppard, Aurelia C.; Gubernick, Steven published the artcile< The mechanism of hydroxylation of organometallic reagents by 2-sulfonyloxaziridines>, Reference of 104322-63-6, the main research area is hydroxylation organometallic sulfonyloxaziridine mechanism; phenol octanol cresol.

The hydroxylation of organometallic reagents (e.g. PhMgBr) by 2-sulfonyloxaziridines (e.g. I) is shown to involve a hemiaminal intermediate, whose stability is apparently related to the nucleophilicity of the hydroxylated product (e.g. PhOH).

Tetrahedron Letterspublished new progress about Grignard reagents Role: RCT (Reactant), RACT (Reactant or Reagent). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Reference of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Mahale, Rajendra D.; Rajput, Mahesh R.; Maikap, Golak C.; Gurjar, Mukund K. published the artcile< Davis Oxaziridine-Mediated Asymmetric Synthesis of Proton Pump Inhibitors Using DBU Salt of Prochiral Sulfide>, Formula: C10H15NO3S, the main research area is camphorsulfonyl oxaziridine asym sulfoxidation sulfide omeprazole PPI preparation.

A simple and clean asym. synthesis of proton pump inhibitors using inexpensive 10-camphorsulfonyl oxaziridine is described. The activation of prochiral sulfide is based on use of the DBU salt which is capable of enhancing the reactivity and enantioselectivity.

Organic Process Research & Developmentpublished new progress about Enantioselective synthesis. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Formula: C10H15NO3S.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Davis, Franklin A.; Reddy, R. Thimma; Reddy, Rajarathnam E. published the artcile< Asymmetric synthesis of sulfinimines: applications to the synthesis of nonracemic β-amino acids and α-hydroxyl β-amino acids>, Safety of (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide, the main research area is asym synthesis sulfinimine; beta amino acid; hydroxy beta amino acid; stereoselective oxidation sulfenimine dichlorocamphoryloxaziridine; chlorocamphoryloxaziridine stereoselective oxidation sulfenimine; camphoryloxaziridine dichloro stereoselective oxidation sulfenimine; oxaziridine dichlorocamphoryl stereoselective oxidation sulfenimine.

Asym. oxidation of sulfenimines I (Ar = Ph, R = H, X = H, MeO; Ar = p-tolyl, R = Me, X = H) with chiral oxaziridines II or III affords sulfinimines IV or V (88-90% ee), which are chiral ammonia imine synthons useful in the enantioselective synthesis of β-amino acids and α-hydroxy β-amino acids such as the C-13 side chain of taxol.

Journal of Organic Chemistrypublished new progress about Amino acids, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Safety of (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com