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

Full Text: HTML

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 ...

Related Articles:

Asymmetric synthesis of α-and β-amino acids by diastereoselective addition of triorganozincates to N-(tert-butanesulfinyl) imines

[Almansa, Raquel; Collados, Juan F.; Guijarro, David; Yus, Miguel Tetrahedron Asymmetry, 2010 , vol. 21, # 11-12 p. 1421 - 1431]

Synthesis of (S)-and (R)-1-(2-Furyl) alkylamines and (S)-and (R)-α-Amino Acids Through the Addition of Organometallic Reagents to Imines Derived from (S)-Valinol

[Alvaro, Giuseppe; Martelli, Gianluca; Savoia, Diego; Zoffoli, Andrea Synthesis, 1998 , # 12 p. 1773 - 1777]

Synthesis of (S)-and (R)-1-(2-Furyl) alkylamines and (S)-and (R)-α-Amino Acids Through the Addition of Organometallic Reagents to Imines Derived from (S)-Valinol

[Alvaro, Giuseppe; Martelli, Gianluca; Savoia, Diego; Zoffoli, Andrea Synthesis, 1998 , # 12 p. 1773 - 1777]

Synthesis of (S)-and (R)-1-(2-Furyl) alkylamines and (S)-and (R)-α-Amino Acids Through the Addition of Organometallic Reagents to Imines Derived from (S)-Valinol

[Alvaro, Giuseppe; Martelli, Gianluca; Savoia, Diego; Zoffoli, Andrea Synthesis, 1998 , # 12 p. 1773 - 1777]

More Articles...