Heterocyclic Building Blocks-Isothiazole

Davis, Franklin A.; Lal, G. Sankar; Wei, Jia published the artcile< Stereo- and regioselective formation of silyl enol ethers via oxidation of vinyl anions>, Application In Synthesis of 104322-63-6, the main research area is silyl enol ether stereoselective preparation; oxidation vinyl bromide derivative stereoselective; vinyllithium stereoselective oxidation.

Oxidation of E- and Z-vinyllithiums, R1CR2:CR3Li (R1-R3 = Ph, Me, Et, etc.), with silyl peroxides, RSiMe2OOSiMe2R (R = Me, Me3C), affords silyl enol ethers, R1CR2:CR3OSiMe2R, in good to excellent yield with retention of configuration. This methodol. represents a useful new procedure for the stereo- and regioselective synthesis of ketone enolates.

Tetrahedron Letters published new progress about Oxidation, stereoselective. 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

Bunnage, Mark E.; Davies, Stephen G.; Goodwin, Christopher J. published the artcile< Asymmetric synthesis of allophenylnorstatine>, Application In Synthesis of 104322-63-6, the main research area is asym synthesis allophenylnorstatine; norstatine allophenyl asym synthesis.

The title compound (I), a component of the HIV-1 protease inhibitor kynostatin, has been prepared via a tandem conjugate addition-electrophilic hydroxylation strategy using lithium (S)-(α-methylbenzyl)benzylamide and (+)-(camphorsulfonyl)oxaziridine. The effects of mol. recognition and enolate geometry on the selectivity of the reaction are discussed.

Synlett published new progress about Stereoselective synthesis. 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

McClure, Cynthia K.; Grote, Christopher W. published the artcile< α,β-Functionalization of enones via pentacovalent oxaphospholenes>, Application In Synthesis of 104322-63-6, the main research area is oxaphospholene functionalization enone; phosphonate keto acylvinyl.

2,2,2-Triethoxy-1,2λ5-oxaphospholene reacts under mild, neutral conditions with bromine, dialkyl azodicarboxylates, and oxaziridines to produce β-heteroatom substituted γ-ketophosphonates and β-acyl vinyl phosphonate in high yields.

Tetrahedron Letters published new progress about 104322-63-6. 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

Towson, James C.; Weismiller, Michael C.; Lal, G. Sankar; Sheppard, Aurelia C.; Kumar, Anil; Davis, Franklin A. published the artcile< Synthesis of (+)-(2R,8aS)-10-(camphorylsulfonyl)oxaziridine>, SDS of cas: 104322-63-6, the main research area is camphorylsulfonyloxaziridine; oxaziridine camphorylsulfonyl.

Amidation of (+)-10-camphosulfonyl chloride by NH4OH in CH2Cl2 gave 90% (+)-(1S)-1-camphorsulfonamide which underwent Amberlyst 15 catalyzed cyclocondensation in PhMe to give 90-95% imine I. The last was treated with aqueous oxone and K2CO3 to give 84% title compound II.

Organic Syntheses published new progress about 104322-63-6. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, SDS of cas: 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

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 Letters 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, 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