3beta,17beta-Dihydroxyandrostan-6-one → 6,6-Ethylendioxyandrostane-3beta,17beta-diol

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Reaction Steps

6,6-Ethylendioxyandrostane-3β,17β-diol was prepared in 70% yield from 3β,17β-dihydroxyandrostan-6-one by the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)-5-androstene (Prepn. 5). The combined organic extracts were washed with H2O, dried over Na2SO4 and evaporated to dryness to give 6,6-ethylendioxyandrostane-3β,17β-diol. 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 4.45 (d, 1H), 4.41 (d, 1H), 3.90-3.57 (m, 4H), 3.41 (m, 1H), 3.29 (m, 1H), 1.87-0.53 (m, 20H), 0.84 (s, 3H), 0.60 (s, 3H).

Provenance & Evidence