Bioorganic & medicinal chemistry letters

Practical synthesis of Taxol side chain

HJ Ha, GS Park, YG Ahn, GS Lee

Index: Ha, Hyun-Joon; Park, Gha-Seung; Ahn, Young-Gil; Lee, Gwan Sun Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 13 p. 1619 - 1622

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Citation Number: 18

Abstract

Practical large scale synthesis of N-benzoyl-(2R, 3S)-phenylisoserine methyl ester of the Taxol side chain has been attained from the coupling of chiral imine of N-[(S)-methylbenzyl] benzaldimine with (Z)-α-methoxy trimethylsilyl ketene acetal followed by the sequential reactions of lactamization, demethylation, methanolysis and N-benzoylation.