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Practical synthesis of Taxol side chain
1Department of Chemistry, Hankuk University of Foreign Studies, Yongin, Kyunggi-Do, Korea. hjha@maincc.hufs.ac.kr
Bioorganic & Medicinal Chemistry Letters
|January 5, 1999
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)-alpha-methoxy trimethylsilyl ketene acetal followed by the sequential reactions of lactamization, demethylation, methanolysis and N-benzoylation.