Chiron approach to callipeltin A:: first synthesis of fully protected (2R,3R,4S)-4,7-diamino-2,3-dihydroxy heptanoic acid

被引：28

作者：

Chandrasekhar, S ^{[1
]}

Ramachandar, T ^{[1
]}

Rao, BV ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 16期

关键词：

D O I：

10.1016/S0957-4166(01)00400-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Stereoselective synthesis of protected (2R,3R.,4S)-4,7-diamino-2,3-dihydroxy heptanoic acid, which is present as a side chain attached to the main macrocyclic depsidecapeptide backbone of callipeltin A (a potent, cytotoxic, anti-HIV and anti-fungal agent) starting from a carbohydrate, is described. (C) 2001 Published by Elsevier Science Ltd.

引用

页码：2315 / 2321

页数：7

共 8 条

[1] LARGE-SCALE PREPARATION OF D-ALLOSE - OBSERVATIONS ON STEREOSELECTIVITY OF REDUCTION OF 1,2-5,6-DI-0-ISOPROPYLIDENE-ALPHA-D-RIBO-HEXOFURANOS-3-ULOSE HYDRATE [J].

BAKER, DC ;

TINDALL, CG ;

HORTON, D .

CARBOHYDRATE RESEARCH, 1972, 24 (01) :192-&

[2]

BO L, 2000, ORG LETT, V2, P4157

[3] PYRIDINIUM DICHROMATE OXIDATION - MODIFICATIONS ENHANCING ITS SYNTHETIC UTILITY [J].

CZERNECKI, S ;

GEORGOULIS, C ;

STEVENS, CL ;

VIJAYAKUMARAN, K .

TETRAHEDRON LETTERS, 1985, 26 (14) :1699-1702

[4]

DAuria MV, 1996, TETRAHEDRON, V52, P9589

[5]

IRELAND CM, 1989, NATURAL PRODUCT PEPT, P1

[6]

SUEDA N, 1979, TETRAHEDRON LETT, V22, P2039

[7] REACTION OF FREE CARBONYL SUGAR DERIVATIVES WITH ORGANOMETALLIC REAGENTS .1. 6-DEOXY-L-IDOSE AND DERIVATIVES [J].

WOLFROM, ML ;

HANESSIAN, S .

JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (05) :1800-&

[8] Callipeltin A, an anti-HIV cyclic depsipeptide from the New Caledonian lithistida sponge Callipelta sp [J].

Zampella, A ;

DAuria, MV ;

Paloma, LG ;

Casapullo, A ;

Minale, L ;

Debitus, C ;

Henin, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (26) :6202-6209

← 1 →