200616-26-8

Upstream product

• 127927-43-9 N,N-dibenzyl-3(S)-amino-1,2(S)-epoxy-4-phenylbutane 
• 127943-39-9 (1R)-[1'(S)-(dibenzylamino)-2'-phenylethyl]oxirane 
• 111138-83-1 N,N-dibenzyl-L-phenylalanine benzyl ester 
• 184537-69-7 (3S)-3-(N,N-dibenzyl)amino-1-methylsulfinyl-2-oxo-4-phenylbutane 
• 189562-37-6 (3S)-3-(N,N-dibenzyl)amino-1-hydroxy-1-methylthio-2-oxo-4-phenylbutane 
• 840507-37-1 (4R,1'S)-4-[1'-(dibenzylamino)-2'-(phenyl)ethyl]-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 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 

Relevant academic research and scientific papers

Totally selective ring-opening of amino epoxides with ketones: A general entry to enantiopure (2R,3S)- and (2S,3S)-3-aminoalkano-1,2-diols

(Chemical Equation Presented) Transformation of enantiopure diastereoisomers (2R,1′S)- and (2S,1′S)-2-(1-aminoalkyl)epoxides into the corresponding 4-(1-aminoalkyl)-1,3-dioxolanes is achieved by reaction with different ketones in the presence of BF3

An efficient synthesis of N-protected threo (2R,3S)-3-amino-1,2-epoxy phenylbutane

A precise and versatile method was developed for the synthesis of threo amino epoxide derivatives, which are useful intermediates for protease inhibitors. It involves the diastereoselective reduction of the carbonyl group of γ-N,N-dibenzyl amino α-hydroxy β-keto sulfide prepared from an amino acid, and its subsequent stereospecific conversion to an amino epoxide via acetoxy halogenation in high yield.