Hydrochloric Acid → HCID 70477354, compound

Participants

Reaction Steps

3-Methylbutanal (2.62 ml) and sodium cyanoborohydride (306 mg) were added to a solution of methyl 11α-amino-3α-hydroxy-5α-androstane-17β-carboxylate (5.77 g) in ethanol (130 ml) and after 18 h sodium borohydride (0.7 g) was added. After a further 15 minutes water (350 ml) was added and the mixture was extracted with ether (×2). The extract was washed with water, dried (Na2SO4) and evaporated to leave a foam which was dissolved in ethyl acetate (200 ml). Concentrated hydrochloric acid solution (4 ml) was added to the stirred solution and the mixture was diluted with ether (200 ml). The solid formed was collected by filtration, dried and stirred with ethyl acetate (100 ml) for 0.5 h. The solid was collected and dried to give the title compound (4.82 g) m.p. dec 230°-300° C., [α]D +30°.

Provenance & Evidence