L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → N2-neopentyl-N1-((3aR,4S,6aS)-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydrocyclopenta[c]pyrrol-4-yl)-L-norvalinamide

Participants

Reaction Steps

The title compound was prepared by substituting (S)-2-(Neopentylamino)pentanoic acid from Step A of Example 246 for N-(tert-butoxycarbonyl)-L-leucine and (3aR,4S,6aS)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-amine from Step D of Example 252 for (3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 221: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.38-8.39 (bs, 1H), 8.19-8.21 (m, 1H), 8.13-8.16 (m, 1H), 7.90-7.93 (m, 1H), 7.72 (t, J=7.8 Hz, 1H), 4.21-4.28 (m, 1H), 3.87 (dd, J=9.9, 2.8 Hz, 1H), 3.15-3.21 (m, 3H), 2.97 (dd, J=9.6, 7.3 Hz, 1H), 2.45-2.59 (m, 2H), 2.40 (d, J=11.2 Hz, 1H), 2.31 (d, J=11.2 Hz, 1H), 1.93-2.00 (m, 1H), 1.76-1.89 (m, 2H), 1.61-1.93 (m, 1H), 1.61-1.70 (m, 1H), 1.41-1.58 (m, 3H), 1.31 (ddt, J=9.4, 13.0, 6.5 Hz, 1H), 0.92 (s, 9H), 0.86 (t, J=7.3 Hz, 3H); MS (ESI+) m/z 504 (M+H)+.

Provenance & Evidence