Following the procedure described for the preparation of N-((1S)-1-{[((1S)-3-hydroxy-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]carbonyl}-3-methylbutyl)-4-methoxy-1H-indole-2-carboxamide but substituting N-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-N-[(4-methoxy-1H-indol-2-yl)carbonyl]-l-phenylalaninamide and making noncritical variations provided a crude greenish gum. This material was purified by Biotage flash chromatography, eluting with methanol/dichloromethane to afford the title compound as an off-white solid, 123 mg, 44%. 1H NMR (400 MHz, DMSO-d6) δ 11.50 (d, J = 2.0 Hz, 1H), 8.58 (dd, J = 8.2, 3.9 Hz, 2H), 7.63 (s, 1H), 7.35–7.43 (m, 2H), 7.31 (d, J = 1.8 Hz, 1H), 7.27 (t, J = 7.6 Hz, 2H), 7.17 (t, J = 7.3 Hz, 1H), 7.08 (t, J = 8.0 Hz, 1H), 6.98 (d, J = 8.1 Hz, 1H), 6.48 (d, J = 7.8 Hz, 1H), 5.06 (t, J = 6.1 Hz, 1H), 4.72 (m, 1H), 4.48 (m, 1H), 4.16 (m, 2H), 3.89 (s, 3H), 2.97–3.18 (m, 4H), 2.24–2.36 (m, 1H), 2.04–2.18 (m, 1H), 1.88–2.01 (m, 1H), 1.55–1.76 (m, 2H); MS (APCI+) for C27H30N4O6m/z 507.1 (M + H)+; anal. calcd for C27H30N4O6· 1.25 H2O: C, 61.29; H, 6.19; N, 10.59. Found: C, 61.37; H, 6.06; N, 10.49.