TBAF tetrahydrofuran → 1alpha,3beta-Dihydroxy-17-(4-hydroxy-4-methyl-2-pentynyloxymethyl)androsta-5,7,16-triene

Participants

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-17-(4-triethylsilyloxy-4-methyl-2-pentynyloxymethyl)androsta-5,7,16-triene (480 mg, 0.635 mmol) and 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 followed by ethyl acetate) to give the titled compound (240 mg, 92%) as a pale yellow foam.

Provenance & Evidence