TBAF tetrahydrofuran → 1alpha,3beta-Dihydroxy-17-(5-hydroxy-5-methylhexyloxymethyl)androsta-5,7,16-triene

Participants

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-17-(5-triethylsilyloxy-5-methylhexyloxymethyl)androsta-5,7,16-triene (420 mg, 0.543 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (6 ml) were subjected to reaction using a procedure similar to that of Example 5(2) (4 hours), worked up and purified by column chromatography (ethyl acetate:dichloromethane=4:1) to give the titled compound (220 mg, 94%) as a colorless foam.

Provenance & Evidence