HCID 86635586, compound → 17,17-Bis(ethylendioxy)-7alpha-hydroxymethylandrostane

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Reaction Steps

17,17-Bis(ethylendioxy)-7β-hydroxymethylandrostane and 3,3:17,17-bis(ethylendioxy)-7α-hydroxymethylandrostane were prepared in 10% and 70% yield, respectively, from 3,3:17,17-bis(ethylendioxy)-7-methyleneandrostane (Prepn. 48) by the procedure described above for the preparation of 3,3:17,17-bis(ethylendioxy)-6β-hydroxymethylandrostane (Prepn. 9). The residue was purified by flash chromatography (SiO2, n-hexane/EtOAc 60/40). 3,3:17,17-Bis(ethylendioxy)-7β-hydroxymethylandrostane: 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 3.84 (m, 8H), 3.58 (m, 2H), 3.32 (t, 1H), 1.94-0.68 (m, 21H), 0.85 (s, 3H), 0.81 (s, 3H). 3,3:17,17-Bis(ethylendioxy)-7α-hydroxymethylandrostane: 1H-NMR (300 MHz, acetone-d6, ppm from TMS): δ 3.83 (m, 8H), 3.67 (m, 2H), 3.34 (t, 1H), 1.97-0.91 (m, 21H), 0.87 (s, 3H), 0.81 (s, 3H).

Provenance & Evidence