“…1 H NMR (400 MHz, DMSO-d 6 , 25 °C) δ 7.69 (d, J 2-6 = 2.1 Hz, 1H, 2), 7.60 (bs, 1H, 9), 7.57 (d, J 5-6 = 8.5 Hz, 1H, 5), 7.46 (dd, J 6-5 = 8.5 Hz, J 6-2 = 2.1 Hz, 1H, 6), 7.06 (bs, 1H, 11), 6.86-6.90 (m, 3H, 10 and 11), 6.78 (m, 2H, 16), 4.57 (d, J gem = 14.8 Hz, 1H, 8a), 4.53 (d, J gem = 14.8 Hz, 1H, 8b), 4.33 (m, 1H, 13), 3.86 (dd, J gem = 8.5 Hz, J 12a-13 = 6.8 Hz, 1H, 12a), 3.61-3.66 (m, 2H, 12b and 14a), 3.53 (dd, J gem = 10.3 Hz, J 14b-13 = 5.1 Hz, 1H, 14b), 3.27 (s, 2H, 21), 3.08 (m, 4H, 19), 2.78 (m, 4H, 20); 13 C NMR (100 MHz, DMSO-d 6 , 25 °C) δ 170.5 (COOH), 152.0 (15), 145.7 (18), 138.8 (9), 135.3 (4), 134.7 and 132.6 (1 and 3), 130.8 (2), 130.3 (5), 127.5 (6), 127.4 (10), 121.5 (11), 117.5 (17), 115.3 (16), 107.8 (7), 74.8 (13), 67.9 (14), 66.9(12), 58.6 (21), 52.2 (20), 50.8 (8), 49.0 (19); HRMS (ES + ) calcd. for C 26 H 28 Cl 2 N 4 O 5 547.1510, found [M + H] + 547.1505.4-(4-(4-(((2R,4S)-2-((1H-imidazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)-N-(3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)-4-oxobutanamide(16) was prepared by adding trifluoroacetic acid (2.0 mL) to a solution of 3 (0.142 g, 0.16 mmol) in dichloromethane (2.0 mL) and stirring the reaction mixture for 30 minutes at 25 °C. The solvent and excess TFA were evaporated in vacuo.…”