A convenient synthesis of 5 beta-cholestan-26-oic and 5 beta-cholestan-26,27-dioic acids

Authors
Starchenkov, I Trapencieris, P Kauss, V Jas, G Kalvinsh, I
Citation
I. Starchenkov et al., A convenient synthesis of 5 beta-cholestan-26-oic and 5 beta-cholestan-26,27-dioic acids, STEROIDS, 65(3), 2000, pp. 143-147
Citations number
13
Categorie Soggetti
Biochemistry & Biophysics
Journal title
STEROIDS
ISSN journal
0039128X → ACNP
Volume
65
Issue
3
Year of publication
2000
Pages
143 - 147
Database
ISI
SICI code
0039-128X(200003)65:3<143:ACSO5B>2.0.ZU;2-W
Abstract
A new method for the preparation of 5 beta-cholestan-26-oic acids 7 and the ir analogs is described. The key steps in the synthesis are: iodination of bis- and tris-formyloxy-5 beta-cholan-24-ols 3; nucleophilic substitution o f iodides 4 with diethyl sodiomalonate; complete alkaline hydrolysis of est ers 5; and subsequent decarboxylation of geminal diacids 6 in DMSO. (C) 200 0 Elsevier Science Inc. All rights reserved.