EXPEDITIOUS SEMISYNTHESIS OF DOCETAXEL USING 2-TRICHLOROMETHYL-1,3-OXAZOLIDINE AS SIDE-CHAIN PROTECTION

被引：13

作者：

DIDIER, E

FOUQUE, E

COMMERCON, A

机构：

[1] Rhône-Poulenc Rorer S.A. - Centre de Recherches de Vitry-Alfortville 13, 94403 Vitry-sur-Seine

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 19期

关键词：

D O I：

10.1016/S0040-4039(00)76828-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chloral reacts with phenylisoserine and N-Boc-phenylisoserine methyl esters to give N-unprotected 2-trichloromethyl-1,3-oxazolidines 4+4'. The corresponding oxazolidinecarboxylic acids 5+5' were esterified by 10-desacetyl-7,10-diTroc-baccatin III. Concomitant deprotection of the Tree and 2-trichloromethylmethylene groups was achieved under reducing conditions (Zn, AcOH). The recovered product 7 was acylated with di-tert-butyldicarbonate to give docetaxel 1.

引用

页码：3063 / 3064

页数：2

共 9 条

[1] A PRACTICAL ACCESS TO CHIRAL PHENYLISOSERINATES, PREPARATION OF TAXOTERE(R) ANALOGS [J].