(1-benzylcyclohexyl)methyl(1S)-1-(1-hydroxy-2-oxo-2-{[(1R)-1-phenylethyl]amino}ethyl)-5-[(4-morpholinylcarbonyl)amino]pentylcarbamate → P2,P3 Ketoamide derivative

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Reaction Steps

[1-(4-Fluorobenzyl)cyclobutyl]methyl(1S)-5-{[(dimethylamino)sulfonyl]amino}-1-{oxo[(3-pyridinylmethyl)amino]acetyl}pentylcarbamate was prepared as in example 9j except that [1-(4-fluorobenzyl)cyclobutyl]methyl(1S)-5-{[(dimethylamino)sulfonyl]amino}-1-{1-hydroxy-2-oxo-2-[(3-pyridinylmethyl)amino]ethyl}pentylcarbamate was substituted for (1-benzylcyclohexyl)methyl(1S)-1-(1-hydroxy-2-oxo-2-{[(1R)-1-phenylethyl]amino}ethyl)-5-[(4-morpholinylcarbonyl)amino]pentylcarbamate. 1H NMR (300 MHz, 80° C., DMSO-d6) δ 9.07 (m, 1H), 8.52 (s, 1H), 8.47 (d, J=5 Hz, 1H), 7.68 (d, J=8 Hz, 1H), 7.33 (m, 1H), 7.21 (m, 2H), 7.08 (t, J=9 Hz, 2H), 6.82 (m, 1H), 4.85 (m, 1H), 4.40 (d, J=6 Hz, 2H), 3.81 (s, 2H), 3.10 under water peak (m, 2H), 2.92 (m, 2H), 2.70 (s, 6H), 1.70-1.95 (m, 6H), 1.37-1.65 (m, 6H). ES-LCMS m/z 592 (M+H).

Provenance & Evidence