17beta,19-Dihydroxy-4-methyl-4-androsten-3-one → 19-Hydroxy-1alpha,4alpha-dimethyl-5-androstene-3,17-dione

Participants

Reaction Steps

Substituting 17β,19-dihydroxy-4-methyl-4-androsten-3-one, 19-hydroxy-1α,4-dimethyl-4-androstene-3,17-dione, 17β,19-dihydroxy-4,7α-dimethyl-4-androsten-3-one, 4-methyl-17β,19-di(2'-tetrahydropyranyloxy)-4-androsten-3-one and 1α,4-dimethyl-19-(2'-tetrahydropyranyloxy)-4-androstene-3,17-dione for the 17β,19-dihydroxy-4,6α,17α-trimethyl-4-androsten-3-one above results in the formation of 17β,19-dihydroxy-4α-methyl-5-androsten-3-one, 19-hydroxy-1α,4α-dimethyl-5-androstene-3,17-dione, 17β,19-dihydroxy-4α,7α-dimethyl-5-androsten-3-one, 4α-methyl-17β,19-di(2'-tetrahydropyranyloxy)-5-androsten-3-one and 1α,4α-dimethyl-19-(2'-tetrahydropyranyloxy)-5-androstene-3,17-dione, respectively.

Provenance & Evidence