SCHOTTEN-BAUMANN ACYLATION OF N-DEBENZOYLTAXOL - AN EFFICIENT ROUTE TO N-ACYL TAXOL ANALOGS AND THEIR BIOLOGICAL EVALUATION

被引：51

作者：

GEORG, GI ^{[1
]}

BOGE, TC ^{[1
]}

CHERUVALLATH, ZS ^{[1
]}

HARRIMAN, GCB ^{[1
]}

HEPPERLE, M ^{[1
]}

PARK, H ^{[1
]}

机构：

[1] UNIV KANSAS,DEPT BIOCHEM,LAWRENCE,KS 66045

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 02期

关键词：

D O I：

10.1016/S0960-894X(01)80139-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An efficient route to N-acyl taxol analogues is described utilizing N-debenzoyltarol (II). Acylation of 11 with various acid chlorides under Schotten-Baumann conditions led to a facile one step synthesis of several N-acyl taxol analogues from a common intermediate.

引用

页码：335 / 338

页数：4

共 12 条

[1] SYNTHESIS OF BIOLOGICALLY-ACTIVE TAXOL ANALOGS WITH MODIFIED PHENYLISOSERINE SIDE-CHAINS
GEORG, GI
CHERUVALLATH, ZS
HIMES, RH
MEJILLANO, MR
BURKE, CT
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (22) : 4230 - 4237
[2] TAXOL PHOTOAFFINITY LABEL - 7-(PARA-AZIDOBENZOYL)TAXOL SYNTHESIS AND BIOLOGICAL EVALUATION
GEORG, GI
HARRIMAN, GCB
HIMES, RH
MEJILLANO, MR
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (07) : 735 - 738
[3] GEORG GI, 1994, IN PRESS MED CHEM LE
[4] GEORG GI, 1993, IN PRESS TAXOL SCI A
[5] GEORG GI, 1993, IN PRESS CURR OPIN T
[6] GEORGE GI, 1993, IN PRESS BIOORG MED, V3
[7] HORWITZ SB, 1992, TRENDS PHARMACOL SCI, V13, P134
[8] TAXOL - AN ANTIMITOTIC AGENT WITH A NEW MECHANISM OF ACTION
MANFREDI, JJ
HORWITZ, SB
[J]. PHARMACOLOGY & THERAPEUTICS, 1984, 25 (01) : 83 - 125
[9] EFFICIENT AND PRACTICAL ASYMMETRIC-SYNTHESIS OF THE TAXOL C-13 SIDE-CHAIN, N-BENZOYL-(2R,3S)-3-PHENYLISOSERINE, AND ITS ANALOGS VIA CHIRAL 3-HYDROXY-4-ARYL-BETA-LACTAMS THROUGH CHIRAL ESTER ENOLATE-IMINE CYCLOCONDENSATION
OJIMA, I
HABUS, I
ZHAO, MZ
GEORG, GI
JAYASINGHE, LR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) : 1681 - 1683
[10] Ojima L., 1993, TETRAHEDRON LETT, V34, P4149

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