HCID 60206120, compound → HCID 22176233, compound

Participants

Reaction Steps

A suspension of ethyl (E)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)-2-propenoate (0.90 g, 1.8 mmol) and 5% palladium carbon (0.5 g) in ethanol (10 ml) and tetrahydrofuran (10 ml) was stirred under a hydrogen atmosphere at room temperature for 2 h. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give ethyl 3-(3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)propanoate (0.82 g, 90.1%) as an amorphous solid. 1H-NMR(CDCl3) δ: 0.99 (6H, d, J=6.6 Hz), 1.19 (3H, t, J=7.1 Hz), 1.42 (9H, s), 2.18–2.29 (1H, m), 2.51 (2H, t, J=7.8 Hz), 2.90 (2H, t, J=7.8 Hz), 4.01–4.12 (4H, m), 4.19 (2H, d, J=5.6 Hz), 4.40 (1H, bs), 6.74 (1H, d, J=1.6 Hz), 7.21–7.26 (2H, m), 7.31 (1H, dd, J=1.6, 8.4 Hz), 7.46–7.53 (3H, m), 8.39 (1H, d, J=8.4 Hz).

Provenance & Evidence