TBAF tetrahydrofuran → 1alpha,3beta-dihydroxy-17-{4-hydroxy-4-methyl-(2E)-pentenylthiomethyl}androsta-5,7,16-triene

Participants

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-17-{4-triethylsilyloxy-4-methyl-(2E)-pentenylthiomethyl}androsta-5,7,16-triene (115 mg, 0.149 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (4 ml) were subjected to reaction using a procedure similar to that of Example 5(2) (3 hours), worked up and purified by column chromatography (ethyl acetate) to give the titled compound (64 mg, 100%) as a pale yellow foam.

Provenance & Evidence