Reaction Steps
colorless amorphous solid; [α]22D −84.2 (c 0.2, MeOH); UV (MeOH) λmax nm (ε) 203 (19600), 237 (12000); IR (KBr) νmax3436, 2933, 2880, 2860, 1734, 1688, 1585, 1251, 1007 cm−1; 1H NMR (CDCl3, 400 MHz) δ 7.47 (1H, s, H-19), 6.31 (1H, bs, H-17),5.43 (1H, ddd, J=10.6, 10.2, 4.5 Hz, H-12), 5.36 (1H, dddd, J=10.6, 9.6, 5.0, 1.3 Hz, H-13), 5.30 (1H, dd, J=9.9, 2.0 Hz, H-15), 4.16 (1H, ddd, J=11.2, 5.3, 2.8 Hz, H-3),3.73 (1H, ddd, .I=3.9, 2.5, 2.3 Hz, H-7), 3.12 (1H, dq, J=2.3, 6.9 Hz, H-6), 2.92 (1H, d, J=2.5 Hz, 7-OH), 2.91 (1H, d, J=5.3 Hz, 7-OH), 2.66 (1H, ddd, J=15.1, 9.9, 9.6 Hz, H-14a), 2.50 (1H, dd, J=15.4, 11.2 Hz, H-2a), 2.43 (3H, s, H-21), 2.37 (1H, dd, J=15.4, 2.8 Hz, H-2b), 2.23 (1H, m, H-14b), 2.18 (1H, m, H-11a), 2.01 (1H, m, H-11), 2.08 (3H, d, J=1.3 Hz, H-27), 1.74 (1H, m, H-8), 1.65 (1H, m, H-10a), 1.33 (1H, m, H-9a), 1.31 (3H, s, H-23),1.19 (1H, m, H-10b), 1.18 (1H, m, H-9b), 1.17 (3H, d, J=6.9 Hz, H-24),1.08 (3H, s, H-22),0.99 (3H, d, J=7.1 Hz, H-25); 13C NMR, see Table 1; EIMS m/z 461 [M]+ (6), 310 (5), 274 (10), 273 (7), 171 (63), 152 (100), 148 (18), 111 (15); HREIMS m/z 461.2743 (calcd. for C26H39NO6, 461.2777).
