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).