HCID 66589964, compound → HCID 66997073, compound

Participants

Reaction Steps

tert-Butyl(S)-1-((3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ylamino)-4-methyl-1-oxopentan-2-yl(methyl)carbamate (0.833 g, 1.878 mmol) from Example 222 and ethanol (10 mL) were added to 20% Pd(OH)2—C, wet (0.167 g, 1.186 mmol) in a 50 mL pressure bottle and stirred for 4 hours at 30 psi and ambient temperature. The mixture was filtered through a nylon membrane and the solvent was removed in vacuo to give tert-butyl methyl((S)-4-methyl-1-((3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylamino)-1-oxopentan-2-yl)carbamate: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.36-8.23 (m, 1H), 5.20-5.12 (m, 1H), 4.33-4.25 (m, 1H), 3.14-3.03 (m, 4H), 2.96-2.88 (m, 1H), 2.79 (ddd, J=12.7, 8.0, 2.0 Hz, 1H), 2.63-2.55 (m, 1H), 2.52-2.42 (m, 2H), 2.06-1.89 (m, 2H), 1.89-1.79 (m, 3H), 1.64-1.53 (m, 2H), 1.47 (s, 9H), 1.29-1.20 (m, 1H), 0.92-0.83 (m, 6H); MS (ESI+) m/z 354 (M+H)+.

Provenance & Evidence