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