Reaction Steps
To a solution of COMPOUND 117 (42 mg, 0.082 mmol) in DMF (1 mL) were added K2CO3 (40 mg, 0.29 mmol) followed by diethylcarbamoyl chloride (20 μL, 0.16 mmol) and the mixture was stirred at room temperature overnight to afford COMPOUND 141 as a white solid (35 mg, 67%) following work-up and purification. 1H NMR (CDCl3) δ 0.93-1.01 (m, 1H), 1.00 (d, 3H, J=5.7 Hz), 1.10-1.18 (m, 7H), 1.50-1.58 (m, 1H), 1.70-1.73 (m, 3H), 2.14 (t, 1H, J=10.8 Hz), 2.31 (s, 6H), 2.54 (t, 1H, J=11.4 Hz), 2.73-2.88 (m, 3H), 3.15-3.36 (m, 5H), 3.50-3.56 (m, 1H), 3.74 (s, 2H), 3.87-3.93 (m, 1H), 6.51 (d, 2H, J=7.2 Hz), 6.87 (d, 2H, J=7.8 Hz), 6.95-6.99 (m, 3H), 7.41-7.50 (m, 4H), 8.44 (br s, 1H). 13C NMR (CDCl3) δ 13.80, 14.59, 19.53, 29.33, 30.74, 31.32, 36.87, 40.26, 42.17, 42.56, 43.96, 48.78, 52.59, 57.57, 60.99, 112.84, 114.95, 119.36, 122.75, 127.68, 128.77, 129.55, 130.48, 130.83, 131.43, 134.47, 139.03, 142.64, 143.52, 146.07, 155.18, 170.24. ES-MS m/z 610 (M+H). Anal. Calcd. for C37H47N5O3.0.8H2O: C, 71.19; H, 7.85; N, 11.22. Found. C, 71.09; H, 7.68; N, 11.16.
