Table 1.
1H-NMR data for 3, 4, 6, and 7 in CD3OD (δ in ppm, J in Hz).
| No. | 3 a,c | 4 b,c | 6 a,c | 7 a,c |
|---|---|---|---|---|
| 3 | 6.34 (1H, s) | 6.54 (1H, s) | 5.10 (2H, s) | 5.24 (2H, s) |
| 8 | 2.20 (3H, s) | 2.25 (3H, s) | 2.07 (3H, s) | 2.14 (3H, s) |
| 3-OMe | 3.54 (3H, s) | - | - | - |
| 5-OMe | 3.75 (3H, s) | 3.74 (3H, s) | 3.72 (3H, s) | 3.76 (3H, s) |
| 7-OH | - | 7.58 s | - | - |
| 1′ | 3.39 (2H, br d, J = 6.9 Hz) | 3.35 (2H, m) | 3.28 (2H, br d, J = 7.0 Hz) | 3.38 (2H, br d, J = 7.0 Hz) |
| 2′ | 5.25 (1H, t, J = 6.9 Hz) | 5.19 (1H, t, J = 6.8 Hz) | 5.20 (1H, t, J = 7.0 Hz) | 5.26 (1H, t, J = 7.0 Hz) |
| 4′ | 2.27 (2H, m) | 2.27 (2H, m) | 2.24 (2H, m) | 2.26 (2H, m) |
| 5′ | 2.34 (2H, m) | 2.37 (2H, m) | 2.41 (2H, m) | 2.26 (2H, m) |
| 7′ | 1.81 (3H, s) | 1.77 (3H, s) | 1.77 (3H, s) | 1.82 (3H, s) |
| 8′ | - | - | 3.98 (1H, dd, J = 6.3, 11.3 Hz); 4.06 (1H, dd, J = 4.5, 11.3 Hz) | - |
| 9′ | - | - | 3.78 (1H, m) | - |
| 10′ | - | - | 3.52 (2H, dd, J = 3.3, 5.4 Hz) | - |
| 6′-OMe | - | 3.60 (3H, s) | - | - |
| 2″ | - | - | - | 3.11 (2H, t, J = 6.9 Hz) |
| 3″ | - | - | - | 1.68 (2H, m) |
| 4″ | - | - | - | 2.24 (2H, m) |
a Recorded at 400 MHz; b Recorded at 600 MHz; c “m” means overlapped or multiplet with other signals.