On the ozonization of cholesterol 3-acyl esters in protic media.
The structures of cholesterol 3 beta-acyl ester ozonides formed by reaction with ozone in participating alcoholic solvents are established by 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 solvents 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).
Smith
L L
LL
Department of Human Biological Chemistry and Genetics, University of Texas Medical Branch, Galveston 77555-0653, USA.
Ezell
E L
EL
Jaworski
K
K
D000438:Alcohols / Q000737:chemistry*; D002788:Cholesterol Esters / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000295:instrumentation; D015394:Molecular Structure; D010126:Ozone / Q000737:chemistry*; D012997:Solvents
D000438:Alcohols; D002788:Cholesterol Esters; D012997:Solvents; D010126:Ozone