HIGHLY STEREOCONTROLLED AND EFFICIENT PREPARATION OF THE PROTECTED, ESTERIFICATION-READY DOCETAXEL (TAXOTERE) SIDE-CHAIN

被引：174
作者：
KANAZAWA, AM [1 ]
DENIS, JN [1 ]
GREENE, AE [1 ]
机构：
[1] UNIV JOSEPH FOURIER GRENOBLE,CHIM RECH LEDSS,DOMAINE UNIV,BP 53X,F-38041 GRENOBLE,FRANCE
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 06期
关键词：
D O I：
10.1021/jo00085a004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A high-yield synthesis of the p-methoxybenzylidene-protected docetaxel (Taxotere) side chain, a useful derivative for efficient, epimerization-free esterification of the 7,10-bis[(trichloroethoxy)carbonyl] derivative of 10-desacetylbaccatin III for the preparation of docetaxel, has been effected; the C-4 and C-5 stereocenters of the 1,3-oxazolidine are generated with complete (greater-than-or-equal-to 99%) stereocontrol whereas that at C-2 is produced with 96% selectivity.
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页码：1238 / 1240
页数：3
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