Following the procedure described for the preparation of 4-methoxy-N-((1S)-1-{[((1S)-3-methoxy-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]carbonyl}-4-methylpentyl)-1H-indole-2-carboxamide but substituting N-((1S)-1-{[((1S)-3-hydroxy-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)amino]carbonyl}-3-methylbutyl)-1H-indole-2-carboxamide and making noncritical variations provided a crude pale brown oil. This material was purified by Biotage flash chromatography, eluting with methanol/dichloromethane to afford the title compound as a white foam, 15 mg, 7%. 1H NMR (CDCl3) δ 9.52 (s, 1H), 8.38 (d, J = 6.1 Hz, 1H), 7.62 (d, J = 8.1 Hz, 1H), 7.40 (dd, J = 8.1, 3.8 Hz, 1H), 7.20–7.29 (m, 1H), 7.11 (t, J = 7.5 Hz, 1H), 6.98 (dd, J = 11.4, 1.5 Hz, 1H), 6.87 (d, J = 8.3 Hz, 1H), 5.98 (d, J = 13.1 Hz, 1H), 4.71–4.88 (m, 1H), 4.63 (m, 1H), 4.08–4.33 (m, 2H), 3.38–3.44 (s, 3H), 3.08–3.33 (m, 2H), 2.28–2.63 (m, 2H), 2.13–2.25 (m, 1H), 1.55–2.10 (m, 4H), 0.85–1.03 (m, 6H); MS (APCI−) for C24H32N4O5m/z 455.2 (M – H)−.