Demethylation of a steroid methyl ether with concomitant ring expansion

Abstract
Demethylation of pregn-5-ene-3β,20β-diol dimethyl ether with ferric chloride/acetic anhydride is shown to form the ring-expanded steroid 17α-methyl-D-homoandrost-5-ene-3β,17aβ-diol (1) in 75% isolated yield.

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