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

页码：67 / 75

页数：9

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