198412-91-8

Basic information

• Product Name: N-((1R,2S)-2-hydroxy-1,2-diphenylethyl)benzamide
• Synonyms: N-((1R,2S)-2-hydroxy-1,2-diphenylethyl)benzamide
• CAS NO: 198412-91-8
• Molecular Weight: 317.387
• Mol File: 198412-91-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-((1R,2S)-2-hydroxy-1,2-diphenylethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-((1R,2S)-2-hydroxy-1,2-diphenylethyl)benzamide(198412-91-8)
• EPA Substance Registry System: N-((1R,2S)-2-hydroxy-1,2-diphenylethyl)benzamide(198412-91-8)

Safety Data

• Hazardous Substances Data: 198412-91-8(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 23364-44-5 (1S,2R)-2-Amino-1,2-diphenylethanol 
• 6942-03-6 α-benzamidylbenzyl phenyl ketone 
• 885-75-6 2-amino-1,2-diphenyl-ethanone; hydrochloride 
• 32493-66-6 2-(2-oxo-1,2-diphenylethyl)isoindoline-1,3-dione 
• 1484-50-0 desyl bromide 
• 451-40-1 phenyl benzyl ketone 

Downstream Products

• 1055309-66-4 (4R,5R)-2,4,5-triphenyloxazoline 

Relevant articles and documents

Efficient crystallization-induced dynamic resolution of α-substituted carboxylic acids

Herein we present a novel route to enantiomerically enriched chiral α-substituted carboxylic acids by crystallization-induced dynamic resolution (CIDR) of their diastereomeric salts with chiral amines. Thus, the racemic α-bromo acid 3 is converted reliably with (1R,2S)-2-amino-1,2-diphenylethanol in the presence of a catalytic amount of tetrabutylammonium bromide into its R-enantiomer 4 in 90% yield with 88% ee. Similarly, the racemic α-thiobenzoyl acid 5 could be resolved to 90% ee in 74% yield. Further enrichment to enantiomeric homogeneity could be achieved in both cases by crystallization. In a telescoped, two-step process, S-α-thiobenzoyl acid 6 (≥99.6% ee) was prepared from the racemic bromide 3 in 63% yield. State-of-the-art parallel experimentation enabled rapid screening for suitable dynamic resolution conditions. Kinetic studies defined the influence of temperature, tetrabutylammonium bromide concentration, molarity, and solvent polarity on the resolution rate, product yield, and enantiomeric excess.

A one-pot synthesis of 2-Aryl-4,5-anti-diphenyloxazolines

A one-pot procedure for the synthesis of oxazolines was developed. An amino alcohol was coupled with benzoyl chlorides in the presence of triethylamine to produce a -hydroxyamide. Direct treatment with methanesulfonyl chloride forms oxazolines in good yields.

Stereoselective synthesis of 1,2-amino alcohols by asymmetric borane reduction of α-oxoketoxime ethers

Asymmetric reduction of α-oxoketoxime ethers with the reagents prepared in situ from trimethyl borate and chiral amino alcohols derived from either L-proline or α-pinene was investigated. Both cyclic and acyclic α- oxoketoxime ethers were reduced to afford the corresponding chiral 1,2amino alcohols with high enantioselectivities.