Tetrahedron: Asymmetry

Diastereoselective microbial reduction of (S)-[3-chloro-2-oxo-1-(phenylmethyl) propyl] carbamic acid, 1, 1-dimethylethyl ester

RN Patel, L Chu, R Mueller

Index: Patel, Ramesh N.; Chu, Linda; Mueller, Richard Tetrahedron Asymmetry, 2003 , vol. 14, # 20 p. 3105 - 3109

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Citation Number: 40

Abstract

The chiral intermediate (1S, 2R)-[3-chloro-2-hydroxy-1-(phenylmethyl) propyl] carbamic acid, 1, 1-dimethylethyl ester 2a was prepared for the total synthesis of the HIV protease inhibitor Atazanavir. The diastereoselective reduction of (1S)-[3-chloro-2-oxo-1- (phenylmethyl) propyl] carbamic acid, 1, 1-dimethyl-ethyl ester 1 was carried out using microbial cultures among, which Rhodococcus, Brevibacterium, and Hansenula strains ...