HCID 70273308, compound → HCID 54010657, compound

Participants

Reaction Steps

A solution of compound B (55 g) in ethanol (300 ml) was hydrogenated for 3 hours over 10% palladium on carbon catalyst (5.5 g), under a hydrogen pressure of 55 psi. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under vacuum to give a viscous oil. The oil was triturated with diethyl ether (250 ml) for 16 hours and the resulting solid was collected by filtration to give (S)-1-[(S)-2-amino-3-methylbutyryl]-N-[(S)-2-methyl-1-((R)-2,2,2-trifluoro-1-hydroxyethyl)propyl]pyrrolidine-2-carboxamide (C) (25.6 g) as a white solid; NMR (300 MHz, d6 -DMSO): 0.75-0.97 (m, 12H), 1.42 (s, 1H), 1.65-2.0 (m, 5H), 2.78, 3.20 (each d, total 1H), 3.45, 3.60 (each m, total 1H), 3.82 (m, 1H), 4.10 (m, 1H), 4.45, 4.57 (each m,total 1H), 6.45 (br d, 1H), 7.45, 7.60 (each d, total 1H).

Provenance & Evidence