2-(R)-(3-(S)-((4-(3-Phenylpropyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl)acetic acid, benzyl ester → 2-cyclohexyl-2-{3-phenyl-4-[4-(3-phenylpropyl)hexahydro-1-pyridinylmethyl]tetrahydro-1H-1-pyrrolyl}acetic acid

Participants

Reaction Steps

A solution of 37 mg (0.062 mmol) of 2-(R)-(3-(S)-((4-(3-phenylpropyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-2-(cyclohexyl)acetic acid, benzyl ester (from EXAMPLE 71, Step A) and 19 mg (0.093 mmol) of 10% palladium on carbon in 4 mL of MeOH was hydrogenated (40 psi) on a Parr shaker for 1 h. The reaction mixture was filtered through a 0.45 micron nylon membrane polypropylene filter and concentrated to give 31 mg (100%) of the title compound: 1H NM (500 MHz) δ 0.85-4.11 (35H), 7.11-7.39 (10H); NH3-CI-MS 503 (M+H).

Provenance & Evidence