HCID 46862983, compound → Amitiza

Participants

Reaction Steps

To a solution of (Z)-7-[(1R,2R,3R)-2-((E)-4,4-difluoro-3-oxo-1-octenyl)-3-(phenylmethoxy)-5-oxocyclopentyl]-5-heptenoic acid (10, R1 is phenyl, R2 and R3 are H, R6 is H, and the S/D bond between the carbon at position 9b1 and the carbon at position 9b2 is a double bond, 50 mg) in ethyl acetate (5 mL), was added 10% palladium on carbon (5 mg) and the suspension was hydrogenated at atmospheric pressure for 10 hours. After the completion of the reaction, the mixture was filtered through Celite® and the crude material was re-crystallized using ethyl acetate/heptanes to yield Lubiprostone as a crystalline material in 70% yield.

Provenance & Evidence