TBAF tetrahydrofuran → 17-(2-Ethyl-2-hydroxybutoxymethyl)-1alpha,3beta-dihydroxyandrosta-5,7,16-triene

Participants

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-17-{2-ethyl-2-hydroxybutoxymethyl}androsta-5,7,16-triene (139 mg, 0.216 mmol), a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (1.3 ml, 1.3 mmol) and tetrahydrofuran (3 ml) were subjected to reaction using a procedure similar to that of Example 5(2) (4 hours), worked up and the thus obtained residue was purified by preparative thin layer chromatography (1 sheet (0.5 mm thickness), dichloromethane:ethanol=10:1, developed three times) to give the titled compound (64.4 mg, 72%) as a colorless oil.

Provenance & Evidence