Sterol synthesis. A simplified method for the synthesis of 32-oxygenated derivatives of 24,25-dihydrolanosterol.

Abstract

A simplified method is described for the preparation of 14 alpha-hydroxymethyl-4,4-dimethyl-5 alpha-cholest-8-en-e beta-ol, 14 alpha-hydroxymethyl-4,4-dimethyl-5 alpha-cholest-7-en-3 beta-ol, and 14 alpha-hydroxymethyl-4,4-dimethyl-5-alpha-cholest-6-en-3 beta-ol from commercial lanosterol. This method represents a modification of the approach introduced by Fried and co-workers (Fried, J., J. W. Brown, and L. Borkenhagen. 1965. Tetrahedron Lett. 2499-2504).