Synthesis of novel vitamin D3 analog with an additional ring annulated to A and seco-B rings

被引：2
|
作者：
Sokolowska, Katarzyna [1 ]
Sicinski, Rafal R. [1 ]
机构：
[1] Univ Warsaw, Dept Chem, PL-02093 Warsaw, Poland
来源：
STEROIDS | 2014年 / 87卷
关键词：
Vitamin D analogs; 5E-vitamin D-3; B-seco-steroids; 3,5-Cyclovitamin D-3; Ring-closing metathesis; 1-ALPHA; 25-DIHYDROXYVITAMIN D-3; RUTHENIUM CARBENE; DIOXIDE; C-6;
D O I：
10.1016/j.steroids.2014.05.016
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A simple method for the synthesis of yet unknown 5E-vitamin D-3 analogs with an additional six-membered ring connecting C-6 and C-19 was developed. Ring-closing metathesis (RCM) was used for efficient formation thereof from the corresponding 5E-isomers of 6-alkenyl vitamin D-3 compounds which in turn were prepared from the 6-oxo-3,5-cyclovitamin D-3. Reinvestigation of the Grignard reactions of this latter compound as well as the following acid-catalyzed cycloreversions showed discrepancies with the literature data describing the course of such processes. (C) 2014 Elsevier Inc. All rights reserved.
引用
收藏
页码：67 / 75
页数：9
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