HCID 11331470, compound → HCID 10271052, compound

Participants

Reaction Steps

A solution of 1,1-dibromo-2-[3α-(t-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-ethylene (0.074 mmol) in anhydrous tetrahydrofuran (3 mL) was treated with a 1M solution of (n-Bu)4N+F− (1.48 mL, 1.48 mmol) and the resulting solution was stirred at RT for 48 h. The mixture was quenched with saturated aqueous NH4Cl solution. Ethyl acetate was added and the organic layer was extracted with water and brine and was dried (Na2SO4). Evaporation of the solvent in vacuo followed by purification of the residue with flash column chromatography using methylene chloridelethyl acetate 95/5 as eluent afforded the desired compound named above.

Provenance & Evidence