Investigations on Steroids. XIII. Synthesis of the Compounds related to the Metabolites of Furazabol (17β-Hydroxy-17α-methyl-5α-androstano [2, 3-c] furazan)

Abstract

The compounds required for the study of the metabolites of furazabol (17β-hydroxy-17α-methyl-5α-androstano [2, 3-c] furazan ; Ia) were synthesized ; these are the labelled furazabol (Ib) with ¹⁴C at 17α-methyl position, the 18-hydroxy derivative (II) of furazabol, the 18, 17β-lactone (III), 18-oic acid (IVa), the 16β-hydroxy derivative (Va) and the 17α-hydroxymethyl derivative (VIa). Oxidation of the 18, 17β-dihydroxy-17α-methyl compound (II) with chromic acid proved to give the corresponding 18, 17β-lactone (III) and 18-oic acid (IVa).