p-Toluenesulfonic acid → HCID 70477819, compound

Participants

Reaction Steps

Methyl 2β-acetoxy-11α-cyclohexylamino-3α-hydroxy-5α-androstane-17β-carboxylate (1.156 g) in chloroform (12.5 ml) containing dry PTSA (1.0 g) was stirred for 20 min. then treated with acetic anhydride (2.9 ml) and the mixture left for 18 h. The mixture was diluted with ethanol and evaporated to give an oil. This was dissolved in ethyl acetate, and washed with dilute ammonia solution (1×) water (1×), dried and evaporated under reduced pressure to give a foam. This was purified by preparative t.l.c. in chloroform/methanol (9:1) to give the title compound (790 mg), [α]D +36.8°, νmax 1724 cm-1.

Provenance & Evidence