THE ISOLATION, SYNTHESIS AND CHARACTERIZATION OF AN ISOMERIC FORM OF RAPAMYCIN

被引：28

作者：

HUGHES, P

MUSSER, J

CONKLIN, M

RUSSO, R

机构：

[1] Wyeth-Ayerst Research, Princeton, NJ 08543-8000

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(00)61273-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An isomeric form of the immunosuppressive agent, rapamycin, exists in equilibrium with the pyrano form of rapamycin in solution. The isomer was isolated and a method to completely (>95%) convert the pyrano form of rapamycin into this isomer by treatment with excess Grignard reagent was discovered. The structure of the isomer, characterized by C-13-NMR and COSY H-1-NMR, is proposed to be an oxepane 3, formed via hemiketal formation of the C-9 hydroxyl with the C-14 (central) carbonyl of the "tricarbonyl" system.

引用

页码：4739 / 4742

页数：4

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