ON THE OZONIZATION OF CHOLESTEROL 3-ACYL ESTERS IN PROTIC MEDIA

Citation
Ll. Smith et al., ON THE OZONIZATION OF CHOLESTEROL 3-ACYL ESTERS IN PROTIC MEDIA, Steroids, 61(7), 1996, pp. 401-406
Citations number
29
Categorie Soggetti
Biology,"Endocrynology & Metabolism
Journal title
ISSN journal
0039128X
Volume
61
Issue
7
Year of publication
1996
Pages
401 - 406
Database
ISI
SICI code
0039-128X(1996)61:7<401:OTOOC3>2.0.ZU;2-T
Abstract
The structures of cholesterol 3 beta-acyl ester ozonides formed by rea ction with ozone in participating alcoholic solvents are established b y proton and carbon-13 spectra as a 3 beta-acyloxy-7 alpha-alkoxy-(5R, 7R)-5 alpha-B-homo-6-oxacholestane-5-hydroperoxides (7a, 7b), and that of the dimeric cholesterol ozonide formed in nonparticipating solvent s with cholesterol acting as alcohol is established as 7 alpha-cholest -5'-en-3'-yloxy-3 beta-hydroxy-(5R,7R)-5 alpha-B-homo-6-oxacholestane -5-hydroperoxide (7c).