3beta-Acetoxyandrostane-7,17-dione → 3beta-Hydroxyandrostane-7,17-dione

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Reaction Steps

To a solution of 3β-acetoxyandrostane-7,17-dione in MeOH (156 mL), 5N NaOH (54 mL) was added. After stirring at room temperature for 10 min the solution was evaporated and the residue extracted with CH2Cl2 (2×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated to dryness to give 3β-hydroxyandrostane-7,17-dione (1.70 g, 95%). 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 4.56 (1H, d), 3.35 (1H, m), 2.66-0.87 (20H, m), 1.02 (3H, s), 0.76 (3H, s).

Provenance & Evidence