L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → Tert-butyl(s)-1-((3as,4s,6ar)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ylamino)-1-oxopentan-2-yl(methyl)carbamate

Participants

Reaction Steps

The title compound was prepared by substituting N-(tert-butoxycarbonyl)-N-methyl-L-norvaline for N-(tert-butoxycarbonyl)-L-leucine and (3aS,4S,6aR)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine from Step C of Example 14 for (3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-amine in the procedure described in Example 221: 1H NMR (501 MHz, pyridine-d5, temperature 90° C.) δ ppm 7.44-7.45 (bs, 2H), 7.35-7.40 (m, 2H), 7.30-7.37 (m, 1H), 7.25-7.29 (m, 1H), 4.70-4.75 (bs, 1H), 4.37-4.43 (m, 1H), 3.56 (d, J=12.9 Hz, 1H), 3.52 (d, J=12.8 Hz, 1H), 2.95 (s, 3H), 2.71 (d, J=8.9 Hz, 1H), 2.62-2.68 (m, 1H), 2.44-2.48 (m, 2H), 2.25 (t, J=8.5 Hz, 1H), 2.14 (t, J=8.3 Hz, 1H), 1.91-1.99 (m, 1H), 1.66-1.80 (m, 3H), 1.56-1.63 (m, 1H), 1.50 (s, 9H), 1.26-1.38 (m, 3H), 0.88 (t, J=7.4 Hz, 3H); MS (ESI+) m/z 430 (M+H)+.

Provenance & Evidence