MODIFICATIONS OF THE MEBMT SIDE-CHAIN OF CYCLOSPORINE-A

被引：2
|
作者：
EBERLE, MK
JUTZIEME, AM
NUNINGER, F
机构：
[1] Preclinical Research, Sandoz Ltd, Basel
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1995年 / 5卷 / 15期
关键词：
D O I：
10.1016/0960-894X(95)00281-W
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Dibromocarbene was added to the double bond of 2 with formation of dibromocyclopropyl cyclosporin 3 as a single isomer. Reduction of 3 gave 4. Hydrolysis with fluoride led to the unprotected cyclosporin 5. Removal of the silyl protecting group from 3 gave 6, which could also be obtained directly from 1. The dibromocyclopropyl compound 6 was transformed to the allene 7 (mixture of diastereoisomers). The aldehyde 8 was converted to 9 and rearranged to 10 (single isomer). Oxidation of 1 with Jones reagent gave the ketone 11 (single isomer).
引用
收藏
页码：1725 / 1728
页数：4
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