First syntheses of C-4 methyl ether paclitaxel analogs and the unexpected reactivity of 4-deacetyl-4-methyl ether baccatin III

被引:8
作者
Chen, SH [1 ]
机构
[1] BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
关键词
D O I
10.1016/0040-4039(96)00746-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of three C-4 methyl ether bearing paclitaxel analogs, (2)-(4), is described. Some novel chemistry related to C-4 methyl ether baccatin III is also reported. (C) 1996 Elsevier Science Ltd
引用
收藏
页码:3935 / 3938
页数:4
相关论文
共 14 条
[1]   NOVEL C-4 PACLITAXEL (TAXOL(R)) ANALOGS - POTENT ANTITUMOR AGENTS [J].
CHEN, SH ;
WEI, JM ;
LONG, BH ;
FAIRCHILD, CA ;
CARBONI, J ;
MAMBER, SW ;
ROSE, WC ;
JOHNSTON, K ;
CASAZZA, AM ;
KADOW, JF ;
FARINA, V ;
VYAS, DM ;
DOYLE, TW .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (22) :2741-2746
[2]   SYNTHESIS AND BIOLOGICAL EVALUATION OF NOVEL C-4 AZIRIDINE-BEARING PACLITAXEL (TAXOL) ANALOGS [J].
CHEN, SH ;
FAIRCHILD, C ;
LONG, BH .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (12) :2263-2267
[3]  
CHEN SH, 1995, CHEM PHARM TAXOL ITS, P165
[4]  
CHEN SH, 1994, J ORG CHEM, V59, P6165
[5]   SYNTHESIS AND BIOLOGICAL EVALUATION OF 4-DEACETOXYPACLITAXEL [J].
CHORDIA, MD ;
CHAUDHARY, AG ;
KINGSTON, DGI ;
JIANG, YQ ;
HAMEL, E .
TETRAHEDRON LETTERS, 1994, 35 (37) :6843-6846
[6]  
Georg G I., 1995, ACS S SERIES, V583
[7]   SELECTIVE C-2 AND C-4 DEACYLATION AND ACYLATION OF TAXOL - THE FIRST SYNTHESIS OF A C-4 SUBSTITUTED TAXOL ANALOG [J].
GEORG, GI ;
ALI, SM ;
BOGE, TC ;
DATTA, A ;
FALBORG, L ;
HIMES, RH .
TETRAHEDRON LETTERS, 1994, 35 (48) :8931-8934
[8]  
HOLTON RA, 1991, 203 M AM CHEM SOC SA
[9]   THE CHEMISTRY OF TAXOL, A CLINICALLY USEFUL ANTICANCER AGENT [J].
KINGSTON, DGI ;
SAMARANAYAKE, G ;
IVEY, CA .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (01) :1-12
[10]   SYNTHESIS AND BIOLOGICAL EVALUATION OF 4-DEACETYLPACLITAXEL [J].
NEIDIGH, KA ;
GHARPURE, MM ;
RIMOLDI, JM ;
KINGSTON, DGI ;
JIANG, YQ ;
HAMEL, E .
TETRAHEDRON LETTERS, 1994, 35 (37) :6839-6842