Microbial synthesis of (2R, 3S)-(−)-N-benzoyl-3-phenyl isoserine ethyl ester-a taxol side-chain synthon

RN Patel, A Banerjee, JM Howell, CG McNamee…

Index: Patel, Ramesh N.; Banerjee, Amit; Howell, Jeffrey M.; McNamee, Clyde G.; Brozozowski, David; et al. Tetrahedron: Asymmetry, 1993 , vol. 4, # 9 p. 2069 - 2084

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Citation Number: 66

Abstract

The chiral intermediate (2R,3S)-(−)-N-benzoyl-3-phenyl isoserine ethyl ester , a potential taxol side-chain synthon, was prepared by microbial and enzymatic processes. Taxol is an anticancer compound recently approved by FDA for the treatment of ovarian cancer. The stereoselective reduction of racemic 2-keto-3-(N-benzoylamino)-3-phenylpropionic acid ethyl ester to the corresponding alcohol was carried out using microbial cultures. Among microorganisms evaluated, SC ...