Potassium Hydroxide → HCID 86703443, compound

Participants

Reaction Steps

A solution of ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyoxy)-3-((S,E)-3-(tert-butyldimethylsilyoxy)oct-1-enyl)cyclopentyl)methyl 4-methylbenzenesulfonate (15.7 g, 0.019 mol) in dry methanol (150 ml) was treated with potassium hydroxide (3.25 g, 0.057 mol), then with 5% Pd/C (6.28 g, 40% wt) under hydrogen for 5 hr. Then, the reaction mixture was filtered with celite pad. The solvent was evaporated off under vacuum. The crude product was purified by chromatography on silica gel using a mixture of hexane and ethyl acetate as a gradient eluent. Yield: 90%

Provenance & Evidence