Reaction Steps
5-(1-Benzyl-1H-indol-3-yl)-4-(7-phenyl-heptanoylamino)-pent-2-enoic acid methyl ester (67 mg, 0.128 mmol) in MeOH (40 mL) was hydrogenated at 15 psi for 15 min using 10% Pd/C. The solution was filtered and the solvent removed to afford the title compound (56 mg, 83%), mp 107.1-109.2° C. 1H NMR (CDCl3) δ 1.21-1.34 (4H, m), 1.47-1.77 (5H, m), 1.87-1.98 (1H, m), 2.04 (2H, t, J=7.53 Hz), 2.26-2.44 (2H, m), 2.57 (2H, t, J=7.69 Hz), 2.91 (1H, dd, J=6.53, 14.63 Hz), 2.98 (1H, dd, J=5.52, 14.63 Hz), 3.62 (3H, s), 4.22-4.33 (1H, m), 5.26 (2H, s), 5.42 (1H, d, J=5.42), 6.96 (1H, s), 7.08-7.18 (7H, m), 7.24-7.28 (6H, m), 7.64 (1H, 7.26 Hz). 13C NMR (CDCl3) δ 174.3, 172.8, 142.7, 137.5, 136.6, 128.7, 128.6, 128.4, 128.2, 127.6, 126.8, 126.8, 125.6, 121.9, 119.3, 119.2, 110.8, 109.7, 51.7, 49.9, 49.5, 36.9, 35.8, 31.2, 31.0, 30.6, 29.1, 29.1, 28.9, 25.5. ISMS: 525 (M+H).
