L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → tert-butyl(2S)-2-({[(3aS,4R,6aR)-2-benzyloctahydrocyclopenta[c]pyrrol-4-yl]amino}carbonyl)piperidine-1-carboxylate

Participants

Reaction Steps

The title compound was prepared by substituting (S)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid for N-(tert-butoxycarbonyl)-L-leucine and (3aS,4R,6aR)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine from Step E of Example 16 for (3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 221: 1H NMR (500 MHz, pyridine-d5, temperature 90° C.) δ ppm 7.35-7.39 (m, 2H), 7.30 (t, J=7.5 Hz, 2H), 7.21 (t, J=7.2 Hz, 2H), 4.86-4.88 (m, 1H), 4.25-4.30 (m, 1H), 4.08-4.12 (m, 1H), 3.58 (d, J=13.2 Hz, 1H), 3.47 (d, J=13.1 Hz, 1H), 3.29 (td, J=12.8, 3.1 Hz, 1H), 2.80 (d, J=6.1 Hz, 1H), 2.49-2.56 (m, 1H), 2.42-2.47 (m, 2H), 2.36 (dd, J=9.0, 3.2 Hz, 1H), 2.32 (d, J=7.7 Hz, 1H), 2.22-2.26 (m, 1H), 2.03-2.11 (m, 1H), 1.79-1.93 (m, 1H), 1.49-1.68 (m, 5H), 1.48 (s, 9H), 1.32-1.44 (m, 2H); MS (ESI+) m/z 428 (M+H)+.

Provenance & Evidence