(1R)-2-{[6-({4-[4-(cyclopentylsulfonyl)phenyl]but-3-ynyl}oxy)hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol → (1R)-2-[(6-{4-[4-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol

Participants

Reaction Steps

A solution of (1R)-2-{[6-({4-[4-(cyclopentylsulfonyl)phenyl]but-3-ynyl}oxy)hexyl]amino}-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol (127 mg) in EtOAc (10 ml) was hydrogenated over a palladium on carbon catalyst (50% water by weight, 6.35 mg) for 19 h. The catalyst was removed by filtration and the filtrate was evaporated to dryness. The residual oil was purified on a silica bond elut SPE cartridge (5 g), gradient 0% to 20% [MeOH-aqueous ammonia(10:1)] in DCM (Gradmaster™). The appropriate fractions were evaporated to give the title compound (65 mg) LCMS RT=2.85 min

Provenance & Evidence