Cyclohexanone → HCID 70501953, compound

Participants

Reaction Steps

Cyclohexanone (2.9 ml) and sodium cyanoborohydride (2.512 g) were added to a stirred solution of methyl 11α-amino-3α-hydroxy-5β-androstane-17β-carboxylate (2.505 g) in ethanol (30 ml). After 5 h the mixture was diluted with 5% NaHCO3 solution and extracted with ether (×2). The extract was washed with water (×2), dried Na2SO4) and evaporated to leave a froth (2.544 g). A sample (0.39 g) was purified by preparative t.l.c. using CHCl3 :MeOH (19:1) to give the title compound [α]D -9°, νmax 1725 cm-1.

Provenance & Evidence