Synthesis of a photoaffinity taxol analog and its use in labeling tubulin

D Dasgupta, H Park, GCB Harriman…

Index: Dasgupta; Park; Harriman; Georg; Himes Journal of Medicinal Chemistry, 1994 , vol. 37, # 18 p. 2976 - 2980

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Citation Number: 42

Abstract

Results Synthesis of AzB-taxol (6). N-(4-Azidobenzoyl)-N-debenzoyltaxol (6) 6 was synthesized as detailed in Scheme 1.'Azetidinone 1 was prepared via the ester enolate- imine cyclocondensation reaction as previously described by US.~-~ O Deprotonation of 1 followed by acylation with benzyl chloroformate provided N-acyl