Synthesis and Structural Characterization of Optical Pure (S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate

doi:10.3724/SP.J.1095.2010.90639

Chinese Journal of Applied Chemistry ›› 2010, Vol. 27 ›› Issue (07): 863-865.DOI: 10.3724/SP.J.1095.2010.90639

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Synthesis and Structural Characterization of Optical Pure (S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate

AN Lian-Ying*, ZHANG Zhen-Guo, ZHAO Xian-Yin, LEI Ning, PEI Ling-Fang

(College of Materials and Chemistry & Chemical Engineering,Chengdu University of Technology，Chengdu 610059)

Received:2009-09-29 Revised:2009-11-27 Published:2010-07-10 Online:2010-07-10

Abstract

Abstract:

(S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate was synthesized from L-methionine via methylation reaction, hydrolysis, carboxyl and amino protection, pyridinium chorochromate(PCC) oxidation. The structure of the target product was characterized by means of 1H NMR, IR and MS. The optical purity was determined by HPLC and polarimeter method. The overall yield was 30.0%. The purity and ee value of the target compound were 99.3% and 99.5% respectively.

Key words: (S)-benzyl-(benzyloxycarbonylamino)-oxobutanoate, L-methionine, Synthesis

CLC Number:

O622

AN Lian-Ying*, ZHANG Zhen-Guo, ZHAO Xian-Yin, LEI Ning, PEI Ling-Fang. Synthesis and Structural Characterization of Optical Pure (S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate[J]. Chinese Journal of Applied Chemistry, 2010, 27(07): 863-865.

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Synthesis and Structural Characterization of Optical Pure (S)-Benzyl-2-(benzyloxycarbonylamino)-4-oxobutanoate

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