p-Toluenesulfonic acid → HCID 70477498, compound

Participants

Reaction Steps

Methyl 11α-cyclohexylamino-3α-hydroxy-5α-androstane-17β-carboxylate (550 mg) in chloroform (5.5 ml) containing dry PTSA (440 mg) was stirred for 20 min then treated with acetic anhydride (1.0 ml) and left for 18 h. The reaction mixture was diluted with ethanol and evaporated to give an oil. The residue is ethanol (10 ml) was diluted with 5% NaHCO3 solution (50 ml) and water (100 ml) and extracted with ether (3×). The extracts were washed with water (1×), dried and evaporated to give an oil. This was crystallised from methanol to give the title compound (249 mg), m.p. 126°-128°, [α]D +12°.

Provenance & Evidence