184537-69-7

Basic information

• Product Name: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-(methylsulfinyl)-4-phenyl-, (3S)-
• CAS NO: 184537-69-7
• Molecular Formula: C25H27NO2S
• Molecular Weight: 405.561
• Mol File: 184537-69-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-(methylsulfinyl)-4-phenyl-, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-(methylsulfinyl)-4-phenyl-, (3S)-(184537-69-7)
• EPA Substance Registry System: 2-Butanone, 3-[bis(phenylmethyl)amino]-1-(methylsulfinyl)-4-phenyl-, (3S)-(184537-69-7)

Safety Data

• Hazardous Substances Data: 184537-69-7(Hazardous Substances Data)

Upstream product

• 63-91-2 L-phenylalanine 
• 67-68-5 dimethyl sulfoxide 
• 111138-83-1 N,N-dibenzyl-L-phenylalanine benzyl ester 

Downstream Products

• 871949-02-9 (3S)-3-[di(phenylmethyl)amino]-2-hydroxy-4-phenylbutyl ethanoate 
• 189562-38-7 (3S)-1-acetoxy-3-(N,N-dibenzyl)amino-1-methylthio-2-oxo-4-phenylbutane 
• 308365-82-4 (3S)-1-chloro-3-N,N-dibenzylamino-1-methylsulfinyl-2-oxo-4-phenylbutane 
• 148692-42-6 (3S)-3-N,N-dibenzylamino-2-oxo-4-phenylbutyric acid methyl ester 
• 200616-26-8 (2R,3S)-3-dibenzylamino-5-phenylbutane-1,2-diol 
• 200616-22-4 (2S,3S)-3-N,N-dibenzylamino-4-phenylbutane-1,2-diol 
• 99113-35-6 ((1S,2R)-1-benzyl-2,3-dihydroxypropyl)carbamic acid tert-butyl ester 
• 127943-39-9 (1R)-[1'(S)-(dibenzylamino)-2'-phenylethyl]oxirane 
• 98760-08-8 (2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane 
• 200616-27-9 Acetic acid (1R,2S)-1-chloromethyl-2-dibenzylamino-3-phenyl-propyl ester 
• 200616-25-7 Acetic acid (1R,2S)-1-bromomethyl-2-dibenzylamino-3-phenyl-propyl ester 
• 200616-28-0 Acetic acid (1R,2S)-1-bromomethyl-2-tert-butoxycarbonylamino-3-phenyl-propyl ester 
• 109389-10-8 (2R,3S)-3-Amino-4-phenyl-butane-1,2-diol 
• 189562-37-6 (3S)-3-(N,N-dibenzyl)amino-1-hydroxy-1-methylthio-2-oxo-4-phenylbutane 

Relevant articles and documents

Remarkable diastereomeric rearrangement of an α-acyloxy β-ketosulfide to an α-acyloxy thioester: A novel approach to the synthesis of optically active (2S,3S) β-amino α-hydroxy acids

A novel and efficient synthetic method is described for (2S,3S)-3-amino-2-hydroxy-4-phenyl butyric acid derivatives, which are useful intermediates of enzyme inhibitors. This involves a Pummerer rearrangement of a β-ketosulfoxide derived from L-phenylalanine followed by highly stereoselective acyl migration. From these studies, it appears that nitrogen-protecting groups exert a substantial influence over stereoselectivity. The mechanism of the rearrangement is discussed. β-Amino α-hydroxy carboxylic acids are important pharmaceutical intermediates, and this method may provide a versatile synthesis from various amino acids in a few steps.

Process for producing norstatin derivatives

This invention to provide a process for producing an optically active threo-phenylnorstatin derivative which does not require a toxic cyanating agent or a costly reagent, or a complicated procedure, and can be practiced on a commercial scale. This inventi