Water → HCID 70501595, compound

Participants

Reaction Steps

Sodium borohydride (9.40 g) was added portionwise to a stirred solution of 2β-acetyloxy-16β-(1-piperidinyl)-5α-androstan-17-one (46.99 g) in methanol (235 ml). After 1 h, water (300 ml) was added to precipitate the product as a gum, which was extracted into diethyl ether (300 ml). The extract was washed neutral with water (3×300 ml), dried (MgSO4) and evaporated to dryness. Crystallisation of the residue from methanol afforded 16β-(1-piperidinyl)-5α-androstane-2β,17β-diol 2-acetate (25.49 g), m.p. 162°-166° C., [α]D +29.1° (c 0.45 in CHCl3).

Provenance & Evidence