3,3-Dimethylbutanal → HCID 70480169, compound

Participants

Reaction Steps

Sodium cyanoborohydride (1.5 g) was added to a mixture of methyl 11α-amino-2β,3α-dihydroxy-5α-androstane-17β-carboxylate (760 mg) and 3,3-dimethyl-butyraldehyde (700 mg) in ethanol (30 ml). The mixture was stirred for 18 h, diluted with 5% sodium hydrogen carbonate solution and extracted with ethyl acetate (3×). The extract was washed with water, dried and evaporated to give a foam (1.18 g) which was purified by preparation t.l.c. in ethyl acetate/0.88 ammonia (50:1) to give the title compound (565 mg) as a foam, [α]D +22.1°, νmax 1725 cm-1.

Provenance & Evidence