Reaction Steps
From acid 18r with a reflux time of 48 h and a recharge with an equal amount of CDI after 24 h, and obtained as a yellow solid (85%), mp 213-214° C. (from acetonitrile). 1H NMR (CDCl3): δ 2.22 [s, 6H, N(CH3)21, 2.52 (t, J=6.4 Hz, 2H, CH2CH2NMe2), 2.63 (s, 3H, ArCH3), 3.62 (q, J=6.1 Hz, 2H, CH2CH2NMe2), 3.75 (s, 3H, OCH3), 3.78 (s, 3H, OCH3), 5.09 (s, 2H, CH2Ph), 6.74 (d, J=8.5 Hz, 1H, H-5′), 6.90-6.92 (m, 2H, H-2′, H-6′), 7.27 (t, J=7.6 Hz, 1H, H-8), 7.49 (d, J=6.8 Hz, 1H, H-7), 7.61 (d, J=8.1 Hz, 1H, H-9), 8.55 (s, 1H, H-3), 8.99 (s, 1H, H-10), 10.70 (br t, J=5.3 Hz, 1H, CONH). 13C NMR (CDCl3) δ 18.2 (ArCH3), 37.4 (CH2CH2NMe2), 45.2 (N(CH3)2], 51.9 (CH2Ph), 55.6 (OCH3), 55.7 (OCH3), 58.6 (CH2CH2NMe2), 109.6 (C-4), 111.1 (CH, C-5′), 111.5 (CH, C-6′), 119.1 (C-10a), 120.9 (CH, C-2′), 125.4 (C-9a), 126.2 (CH, C-8), 126.9 (CH, C-9), 128.2 (C-1′), 132.4 (CH, C-7), 135.5 (C-6), 139.5 (CH, C-10), 142.3 (CH, C-3), 147.6 (C-5a), 148.2 (C-4a), 148.9 (C-4′), 149.1 (C-3′), 162.1 (C-1), 164.1 (CONH).
