Steroid Series. VIII. Ozonization of Some Unsaturated Steroid Derivatives.

Abstract

17α, 21-Dihydroxypregn-4-ene-3, 11, 20-trione 21-acetate and 5α-cholest-7-en-3β-ol acetate were treated with ozone to afford the corresponding 5β, 6β-and 7α, 8α-epoxide, respectively. 17α, 21-Dihydroxy-5α-pregn-9 (11)-ene-3, 20-dione 21-acetate gave 17α, 21-dihydroxy-9, 11-seco-5α-pregnane-3, 9, 20-trion-11-al 21-acetate on ozone oxidation, which was converted into 17α, 21-dihydroxy-9, 11-seco-5α-pregnane-3, 9, 20-trione-11-carboxylic acid 11, 17-lactone 21-acetate by oxidation with chromium trioxide.