7-Oxodehydroepiandrosterone 3-acetate → 3beta-Acetoxyandrostane-7,17-dione

Participants

Reaction Steps

A mixture of 3β-acetoxyandrost-5-ene-7,17-dione (7.97 g) and 10% Pd/C (0.80 g) in EtOH (0.5 L) was stirred under H2 at atm pressure for 2 h. The mixture was filtered through Celite and the filtrate evaporated to dryness. The crude product was crystallized from Et2O to give 3β-acetoxyandrostane-7,17-dione (4.75 g, 60%) 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 4.57 (1H, m), 2.66-0.96 (20H, m), 1.96 (3H, s), 1.05 (3H, s), 0.77 (3H, s).

Provenance & Evidence