Abstract
A novel synthetic method of 14α-hydroxy-6-oxo-7-ene steroid from 6-oxo-7-ene steroid was developed. The enol acetylation of 7-en-6-one with acetic anhydride in the presence of perchloric acid afforded 6-acetoxy-6, 8 (14)-diene, which on treatment with monoperphthalic acid gave 14α-hydroxy-7-en-6-one. 2β, 3β, 14α-Trihydroxy-5β-cholest-7-en-6-one (XXVIII), the nuclear structure of which is the same as that of ecdysone, was prepared by this method, and the stereochemistry of XXVIII and related compounds was studied.
