Water → HCID 57209521, compound

Participants

Reaction Steps

vi)—A solution of (3β,5α,20S)-21-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-[(1-ethoxyethyl)oxy]-4,4,20-trimethylpregna-8,14-diene (11.6 g) in a 1 M solution of tetrabutylammonium fluoride in tetrahydrofuran (43 ml) was stirred at 50° C. for 1 h. The reaction mixture was poured into water and the product was extracted into ethyl acetate. The combined organic phases were washed with a saturated aqueous solution of sodium hydrogencarbonate and brine, dried over sodium sulfate, and concentrated under reduced pressure. Column chromatography afforded (3β,5α,20S)-3-[(1 -ethoxyethyl)oxy]-4,4,20-trimethylpregna-8,14-dien-21-ol (9.11 g).

Provenance & Evidence