195616-14-9

Basic information

• Product Name: (2R,3S)-3-P-TOLYLOXIRANE-2-CARBOXAMIDE
• Synonyms: (2R,3S)-3-P-TOLYLOXIRANE-2-CARBOXAMIDE
• CAS NO: 195616-14-9
• Molecular Formula: C10H11NO2
• Molecular Weight: 0
• Mol File: 195616-14-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R,3S)-3-P-TOLYLOXIRANE-2-CARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-P-TOLYLOXIRANE-2-CARBOXAMIDE(195616-14-9)
• EPA Substance Registry System: (2R,3S)-3-P-TOLYLOXIRANE-2-CARBOXAMIDE(195616-14-9)

Safety Data

• Hazardous Substances Data: 195616-14-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2R,3S)-3-P-TOLYLOXIRANE-2-CARBOXAMIDE is used as a chiral building block for the synthesis of various pharmaceuticals and organic compounds. Its unique stereochemistry allows for the creation of enantiomerically pure compounds, which is crucial for the development of effective and safe medications.
Used in Chemical Industry:
(2R,3S)-3-P-TOLYLOXIRANE-2-CARBOXAMIDE is used as a ligand in metal-catalyzed asymmetric hydrogenation reactions. This application allows for the selective reduction of prochiral compounds, leading to the formation of enantiomerically pure products. This is particularly important in the synthesis of chiral compounds for use in various chemical processes and applications.

Upstream product

• 132633-82-0 (2S,3R)-3-(4-methylphenyl)glycidic acid methyl ester 
• 33984-93-9 trans-2,3-epoxy-3-(p-methylphenyl)propanenitrile 

Relevant articles and documents

Nitrile biotransformations for highly efficient and enantioselective syntheses of electrophilic oxiranecarboxamides

Catalyzed by a nitrile hydratase/amidase-containing microbial Rhodococcus sp. AJ270 whole-cell catalyst, a number of racemic trans-2,3-epoxy-3-arylpropanenitriles 1 underwent rapid and efficient hydrolysis under very mild conditions to afford 2R,3S-2-arylglycidamides 2 in excellent yield with enantiomeric excess higher than 99.5%. The overall enantioselectivity of the biotransformations originated from the combined effects of a dominantly high 2S-enantioselective amidase and low 2S-enantioselective nitrile hydratase involved in the cell. The influence of the substrates on both reaction efficiency and enantioselectivity was also discussed in terms of steric and electronic effects.

Process for preparing 1,5-benzothiazepine derivative

A novel process for preparing 1,5-benzothiazepine derivative ?II!: STR1 wherein Ring A and Ring B are substituted or unsubstituted benzene ring, and R3 is H, (di-lower alkylamino)-lower alkyl or substituted or unsubstituted piperazinyl-lower alkyl, or a salt thereof, in high yield and in a single step from a novel 3-(2-amino-substituted or unsubstituted phenylthio)-2-hydroxy-3-substituted or unsubstituted phenylpropionamide compound. Said 1,5-benzothiazepine derivative ?II! is useful as an intermediate for preparing medicaments such as diltiazem hydrochloride.