(3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine → N2-methyl-N-{(3aR,4S,6aS)-2-[5-(trifluoromethyl)pyridin-2-yl]octahydrocyclopenta[c]pyrrol-4-yl}-L-norleucinamide

Participants

Reaction Steps

The title compound was prepared by substituting N-(tert-butoxycarbonyl)-N-methyl-L-norleucine for (S)-2-(tert-butoxycarbonyl(methyl)amino)-4,4-dimethylpentanoic acid and (3aR,4S,6aS)-2-(5-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine from Example 262 Step B for (3aR,4S,6aS)-2-(6-(trifluoromethyl)pyridin-2-yl)octahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 587: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.64-8.59 (m, 1H), 8.27 (d, J=7.5, 1H), 7.68 (dd, J=8.9, 2.5, 1H), 6.39 (d, J=8.9, 1H), 4.47-4.39 (m, 1H), 3.83 (d, J=10.5, 1H), 3.71-3.64 (m, 1H), 3.62-3.54 (m, 1H), 3.33 (d, J=8.5, 1H), 3.19 (dd, J=6.9, 6.2, 1H), 2.81-2.70 (m, 2H), 2.44 (s, 3H), 2.21-2.13 (m, 1H), 2.16-2.03 (m, 1H), 2.01-1.90 (m, 1H), 1.86 (ddt, J=13.3, 10.3, 5.9, 1H), 1.77-1.64 (m, 2H), 1.55-1.37 (m, 3H), 1.32-1.20 (m, 2H), 0.83 (t, J=7.3, 3H); MS (ESI+) m/z 399 (M+H)+.

Provenance & Evidence