Tetrahedron letters

Improved protection and esterification of a precursor of the taxotere® and taxol side chains

A Commerçon, D Bézard, F Bernard, JD Bourzat

Index: Commercon; Bezard; Bernard; Bourzat Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188

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Citation Number: 142

Abstract

Abstract (4S, 5R)-N-BOC-2, 2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid 8 was prepared and efficiently esterified by conveniently protected baccatins 9a, b. Smooth deprotection in formic acid gave the N-deprotected intermediates of Taxotere® and taxol. This protocol did not generate any epimerization at C-2′ and constitutes a pratical method to prepare Taxotere®, taxol and analogs.

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