Reaction Steps
3′,5′-Dibenzyloxy-7-(2,3-epoxy-propoxy)-flavone, 28 (2.5 g, 4.9 mmol) and iso-propyl amine (1.8 mL, 14.7 mmol) in dry methanol (150 mL) were reacted in a similar manner to that described under 34 to afford 35. Yield 2.2 g (79%); mp 173-174° C.; MS (FAB) 566 (M++1); IR (KBr) 3431, 1637; 1H NMR (200 MHz, CDCl3) δ 8.05 (d, J=8.6 Hz, 1H), 7.59-7.34 (m, 10H), 7.15 (d, J=1.8 Hz, 2H), 7.06 (s, 1H), 7.03 (d, J=9.4 Hz, 1H), 6.78 (s, 1H), 6.71 (s, 1H), 5.13 (s, 4H), 4.14-4.11 (m, 3H), 3.18-3.16 (m, 1H), 2.93-2.79 (m, 2H), 1.11 (d, J=6.2 Hz, 6H); 13C NMR δ 177.9, 163.8, 162.9, 160.6, 158.1, 136.7, 133.9, 128.9, 128.5, 127.8, 127.1, 118.1, 115.3, 108.0, 105.8, 105.3, 101.5, 71.7, 70.7, 68.4, 49.8, 49.3, 23.1, 23.0. Analysis Calcd for C35H35NO6: C, 74.32; H, 6.24; N, 2.48. Found: C, 74.16; H, 6.17; N, 2.29.
