3beta,17beta-Dihydroxyandrost-5-en-7-one → 3beta,17beta-Dihydroxyandrostane-7-one

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Reaction Steps

3β,17β-Dihydroxyandrostan-7-one was prepared in 96% yield from 3β,17β-dihydroxyandrost-5-en-7-one (700 mg) by the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)androstane-7-one (Prepn. 9). The crude product was purified by flash chromatography (SiO2, hexane/acetone/CH2Cl2 10/10/10) to give 3β,17β-dihydroxyandrostane-7-one (670 mg). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 4.53 (bb, 1H), 4.44 (bb, 1H), 3.47-3.27 (m, 2H), 2.45-2.31 (m, 2H), 2.05-1.91 (m, 1H), 1.89-0.78 (m, 17H), 0.99 (s, 3H), 0.59 (s, 3H).

Provenance & Evidence