Heterocyclic Building Blocks-Isothiazole

Davis, Franklin A.; Sheppard, Aurelia C. published the artcile< Oxidation of enamines to α-hydroxy ketones and α-amino ketones using N-sulfonyloxaziridines>, 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 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 Letters published new progress about Amines, keto 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

Bunnage, Mark E.; Davies, Stephen G.; Goodwin, Christopher J. published the artcile< Asymmetric synthesis of homochiral syn- and anti-3-phenylisoserine derivatives: a practical strategy for the synthesis of the taxol C-13 side chain>, Reference of 104322-63-6, the main research area is taxol side chain asym synthesis; phenyisoserine homochiral derivative; cinnamate conjugate addition lithium methylbenzylbenzylamide; oxaziridine hydroxylation taxol sidechain precursor.

A tandem lithium amide conjugate addition-electrophilic hydroxylation approach to the synthesis of N-benzoyl-3-phenylisoserine Me esters affords a strategy for the practical synthesis of the taxol side chain. Thus, conjugate addition of (R)-PhCHMeN(Li)CH2Ph to (E)-PhCH:CHCO2CMe3 followed by hydroxylation with oxaziridine I gave 86% ester II (95% diastereomeric excess).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Hydroxylation. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Reference of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Wada, Takeshi; Mochizuki, Akira; Sato, Yuichi; Sekine, Mitsuo published the artcile< A convenient method for phosphorylation involving a facile oxidation of H-phosphonate monoesters via bis(trimethylsilyl)phosphites>, HPLC of Formula: 104322-63-6, the main research area is alc phosphonylation sulfonyloxaziridine nucleotide preparation; methylsilylbenzamide camphorsulfonyloxaziridine silylation nucleotide phosphonate; nucleoside phosphorylation oxidation silyl phosphite preparation.

A new convenient route to phosphate monoesters from alcs. has been developed. H-Phosphonate monoesters, which are readily accessible by phosphonylation of the parent alcs., were oxidized with t-BuOOH or N-sulfonyloxaziridines under anhydrous conditions via the corresponding bis(trimethylsilyl) phosphites. N,O-Bis(trimethylsilyl)benzamide (BSB) and (camphor-sulfonyl)oxaziridine (CSO) were found to be highly effective for silylation of H-phosphonates and oxidation of silyl phosphites, resp.

Tetrahedron Letters published new progress about Nucleotides Role: SPN (Synthetic Preparation), PREP (Preparation). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, HPLC of Formula: 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Page, Philip C. Bulman; Heer, Jag P.; Bethell, Donald; Lund, Andrew; Collington, Eric W.; Andrews, David M. published the artcile< A convenient procedure for the preparation of camphorsulfonyl oxaziridines>, Application of C10H15NO3S, the main research area is camphorsulfonyl oxaziridine preparation.

The title oxaziridines I (X,X = H, OCH2CH2O, OMe, OEt, Cl) were prepared by H2O2 oxidation of the imines II.

Journal of Organic Chemistry published new progress about 104322-63-6. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Application of C10H15NO3S.

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>, Application In Synthesis of 104322-63-6, 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, Application In Synthesis of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Bunnage, Mark E.; Davies, Stephen G.; Goodwin, Christopher J.; Ichihara, Osamu published the artcile< An expeditious asymmetric synthesis of allophenylnorstatine>, Formula: C10H15NO3S, the main research area is asym synthesis allophenylnorstatine; norstatine allophenyl asym synthesis.

The title compound, (2S,3S)-3-amino-2-hydroxy-4-phenylbutanoic acid, a novel amino acid found in the kynostatin class of HIV-1 protease inhibitors, was prepared in 39% overall yield via a tandem conjugate addition-electrophilic hydroxylation protocol using lithium (S)-(α-methylbenzyl)benzylamide and (+)-(camphorsulfonyl)oxaziridine. An unprecedented level of mol. recognition between a homochiral β-amino enolate and a homochiral oxaziridine is identified and the importance of enolate geometry upon hydroxylation stereoselectivity is also addressed.

Tetrahedron published new progress about Stereoselective synthesis. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Formula: C10H15NO3S.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Pogatchnik, Diana M.; Wiemer, David F. published the artcile< Enantioselective synthesis of α-hydroxy phosphonates via oxidation with (camphorsulfonyl)oxaziridines>, SDS of cas: 104322-63-6, the main research area is phosphonate hydroxy enantioselective preparation; hydroxylation enantioselective phosphonate oxaziridine camphorsulfonyl; chiral phosphonate hydroxy preparation.

Reaction of phosphonate anions with enantiomerically pure (camphorsulfonyl)oxaziridines gave nonracemic α-hydroxy phosphonates. This enantioselective hydroxylation methodol. provides convenient access to optically active α-hydroxy phosphonates and their corresponding phosphonic acids. E.g., treating PhCH2P(O)(OMe)2 with (Me3Si)2NNa in THF gave 70% (S)-PhCH(OH)P(O)(OMe)2 (93% ee).

Tetrahedron Letters published new progress about Hydroxylation, stereoselective. 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

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>, Quality Control of 104322-63-6, 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 & Development published new progress about Enantioselective synthesis. 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

Davis, Franklin A.; Haque, M. Serajul; Ulatowski, Terrance G.; Towson, James C. published the artcile< Asymmetric oxidation of ester and amide enolates using new (camphorylsulfonyl)oxaziridines>, Formula: C10H15NO3S, the main research area is asym oxidation amide ester enolate; camphorylsulfonyloxaziridine asym oxidation; oxaziridine camphorylsulfonyl asym oxidation.

The first asym. oxidation of ester and amide lithium enolates RR1CHCOR2 (R = H, Me; R1 = Ph, PhCH2; R2 = MeO, Me3CO, pyrrolidino) to optically active α-hydroxy carbonyl compounds RR1C(OH)COR2 is reported using new, easily prepared, stable (camphorylsulfonyl)oxaziridines (+)-(2R,8aS)-I and (-)-(2S,8aR)-II. Either enantiomer of RR1C(OH)COR2 can be readily obtained because the configuration of the oxaziridine three-membered ring determines the product stereochem.

Journal of Organic Chemistry published new progress about Enols, esters Role: RCT (Reactant), RACT (Reactant or Reagent). 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>, Computed Properties of 104322-63-6, 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 Chemistry 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, Computed Properties of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com