TBAF tetrahydrofuran → 20-{4-ethyl-4-hydroxy-(2Z)-hexenyloxy}-1alpha,3beta-dihydroxy-20-methylpregna-5,7,16-triene

Participants

Reaction Steps

1α,3β-Bis(tert-butyldimethylsilyloxy)-20-{4-ethyl-4-triethylsilyloxy-(2Z)-hexenyloxy}-20-methylpregna-5,7,16-triene (99 mg, 0.122 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (5 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 (52 mg, 91%) as a colorless glassy substance.

Provenance & Evidence