2-MONOSUBSTITUTED-1,3-OXAZOLIDINES AS IMPROVED PROTECTIVE GROUPS OF N-BOC-PHENYLISOSERINE IN DOCETAXEL PREPARATION

被引：57

作者：

DIDIER, E

FOUQUE, E

TAILLEPIED, I

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 / 15期

关键词：

D O I：

10.1016/0040-4039(94)85217-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new route for semisynthetic docetaxel, 1, is described using 2-monosubstituted-4-phenyl-1,3-oxazolidine-5-carboxylic acids in esterification of 7,10-O-diTroc-10-desacetylbaccatin III (4). Subsequent deprotection of esters 10(+10') afforded title compound 1 without removal of the Boc group.

引用

收藏

页码：2349 / 2352

页数：4

相关论文

共 9 条

[1]

APPENDINO G, 1993, FITOTERAPIA S, V54, P5

[2] SYNTHESIS OF CHIRAL VINYLGLYCINES [J].

BEAULIEU, PL ;

DUCEPPE, JS ;

JOHNSON, C .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (13) :4196-4204

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

BOURZAT, JD ;

COMMERCON, A .

TETRAHEDRON LETTERS, 1993, 34 (38) :6049-6052

[4] IMPROVED PROTECTION AND ESTERIFICATION OF A PRECURSOR OF THE TAXOTERE(R) AND TAXOL SIDE-CHAINS [J].

COMMERCON, A ;

BEZARD, D ;

BERNARD, F ;

BOURZAT, JD .

TETRAHEDRON LETTERS, 1992, 33 (36) :5185-5188

[5] STEREOSELECTIVE VINYLATION OF AMINO ALDEHYDES USING 2-TRIMETHYLSILYLETHYLIDENTRIPHENYLPHOSPHORANE [J].

FRANCIOTTI, M ;

MANN, A ;

TADDEI, M .

TETRAHEDRON LETTERS, 1991, 32 (46) :6783-6786

[6]

LAVELLE F, 1993, B CANCER, V80, P326

[7] CONFORMATIONALLY RESTRICTED P1-P1' TRANSITION-STATE ANALOGS - SYNTHESIS OF 1(R), 3(R) [1(S), 2(S)] AND 1(S), 3(S) [1(S), 2(S)] 3-[3-CYCLOHEXYL-2-[(BOC)AMINO]-1-HYDROXYPROPYL]-2,2-DIMETHYLCYCLOPROPANE CARBOXYLIC-ACIDS [J].

MELNICK, MJ ;

BISAHA, SN ;

GAMMILL, RB .

TETRAHEDRON LETTERS, 1990, 31 (07) :961-964

[8]

ROTHENBERG ML, 1993, CURR OPIN INVEST DRU, V2, P1269

[9]

SENILH V, 1984, CR ACAD SCI II, V299, P1039