Sodium Hydroxide → HCID 57857056, compound

Participants

Reaction Conditions

Reaction Steps

A mixture consisting of (Z)-isopropyl 7-((1R,2R,3S,5S)-2-((S,E)-3-(tert-butyldimethylsilyloxy)-3-(2,3-dihydro-1H-inden-2-yl)prop-1-enyl)-3-fluoro-5-hydroxycyclopentyl)hept-5-enoate (prepared in Step K, 0.600 g), methanol (5 mL), and 1 N sodium hydroxide (3 mL) was stirred overnight at 0° C. The reaction mixture was acidified with saturated ammonium chloride, extracted into ethyl acetate, washed with brine, and dried over sodium sulfate, filtered, and the solvents were evaporated under reduced pressure. The crude product was purified on silica gel. Elution with hexanes-ethyl acetate (4:1 with 0.4% acetic acid) afforded the title intermediate (0.58 g, 96%).

Provenance & Evidence