Table 1.
1H-NMR (500 MHz) data for 3–6 in CD3OD.
| Position | δH (int., multi., J in Hz) | |||
|---|---|---|---|---|
| 3 | 4 | 5 | 6 | |
| 2ax | 2.27 (1H, dd, 14.0, 4.0) | 2.26 (1H, dd, 14.0, 4.0) | 2.24 (1H, dd, 12.0, 2.5) | 2.19 (1H, dd, 14.0, 3.5) |
| 2eq | 2.14 (1H, dd, 14.0, 7.5) | 2.13 (1H, dd, 14.0, 7.5) | 2.08 (1H, dd, 12.0, 7.5) | 2.05 (1H, dd, 14.0, 7.5) |
| 3 | 5.37 (1H, m) | 5.32 (1H, m) | 5.36 (1H, m) | 5.18 (1H, m) a |
| 4 | 3.88 (1H, dd, 7.5, 3.0) | 3.86 (1H, dd, 7.5, 3.0) | 5.02 (1H, dd, 7.5, 3.5) | 3.79 (1H, dd, 7.2, 3.0) |
| 5 | 5.29 (1H, m) | 5.25 (1H, m) | 4.26 (1H, m) | 5.18 (1H, m) a |
| 6ax | 2.11 (1H, br. d, 5.5) | 2.10 (2H, br. d, 5.5) | 2.15 (1H, dt, 9.0, 2.0) | 2.06 (2H, br. d, 5.0) |
| 6eq | 2.11 (1H, br. d, 5.5) | 2.09 (1H, dt, 12.0, 2.0) | ||
| -OCH3 | - | 3.72 (3H, s) | 3.69 (3H, s) | 3.72 (3H, s) |
| 2′ | 7.06 (1H, d, 1.8) | 7.06 (1H, d, 2.0) | 7.03 (1H, d, 2.0) | 6.66 (1H, d, 2.4) |
| 5′ | 6.77 (1H, d, 7.8) | 6.77 (1H, d, 8.0) | 6.78 (1H, d, 8.0) | 6.67 (1H, d, 8.4) |
| 6′ | 6.96 (1H, dd, 8.0, 1.8) | 6.96 (1H, dd, 8.0, 2.0) | 6.95 (1H, dd, 8.0, 2.0) | 6.55 (1H, dd, 8.4, 2.4) |
| 7′ | 7.61 (1H, d, 15.5) | 7.61 (1H, d, 16.0) | 7.50 (1H, d, 15.5) | 2.79 (2H, m) |
| 8′ | 6.34 (1H, d, 15.5) | 6.32 (1H, d, 16.0) | 6.16 (1H, d, 15.5) | 2.60 (2H, m) |
| 2″ | 6.66 (1H, br. s) | 6.64 (1H, d, 2.0) | 6.62 (1H, d, 2.0) | 6.63 (1H, d, 2.1) |
| 5″ | 6.67 (1H, d, 8.0) | 6.66 (1H, d, 8.0) | 6.63 (1H, d, 8.0) | 6.65 (1H, d, 8.4) |
| 6″ | 6.54 (1H, dd, 8.0, 2.0) | 6.53 (1H, dd, 8.0, 2.0) | 6.48 (1H, dd, 8.0, 2.0) | 6.52 (1H, dd, 8.4, 2.1) |
| 7″ | 2.79 (2H, m) | 2.77 (2H, m) | 2.76 (2H, m) | 2.76 (2H, m) |
| 8″ | 2.60 (2H, m) | 2.60 (2H, m) | 2.61 (2H, m) | 2.56 (2H, m) |
a The chemical shifts of H-3 and H-5 overlapped.