Collect. Czech. Chem. Commun. 1994, 59, 649-657

7a-Keto-B-homotestosterone and 7a-Keto-B-homoepitestosterone

Ladislav Kohout and Alexander Kasal

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic


Synthesis of 7α-keto-B-homotestosterone (IX) and its 17α-isomer XIV from 3β-acetoxy-17β(or α)-benzoyloxyandrost-5-en-7-one (I or X) is described. The key reaction is the enlargement of the ring B in reaction with diazomethane in the presence of aluminium chloride.