Androsta-2,4-diene-1,17-dione
Abstract
Bromination of 5α-androst-2-ene-1,17-dione and dehydrobromination of the product afforded androsta-2,4-diene-1,17-dione. Treatment of this with alkali afforded 3α,5α-epoxyandrostane-1,17-dione. This structure was confirmed by reduction to 3α,5α-epoxyandrostane, which was also prepared from androstane-3β,5α-diol. Androsta-2,4-diene-1,17-dione on treatment with acetone and hydrochloric acid gives a 3α,5α-adduct.