Table 3.
13C-NMR, 1H-NMR and HMBC data of buphanamine (16) (500 MHz, CDCl3).
| Position | δC, Type | δH (J in Hz) | HMBC |
|---|---|---|---|
| 1 | 64.5 d | 4.74 d (5.5) | C-3, C-4a, C-10a, C-11 |
| 2 | 125.5 d | 6.00 dddd (10.0, 5.5, 2.8, 1.8) | C-10b |
| 3 | 128.9 d | 5.86 ddd (10.0, 4.5, 2.8) | C-4a |
| 4α | 28.2 t | 2.57 dddd (19.7, 8.1, 4.5, 1.9) | C-2, C-10b |
| 4β | 28.2 t | 1.99 dddd (19.8, 8.6, 1.1, 0.3) | C-2, C-10b |
| 4a | 59.2 d | 3.43 t (8.3) | C-10a |
| 6a | 117.9 s | ||
| 6α | 56.9 t | 4.17 d (17.2) | C-4a, C-7, C-10a |
| 6β | 56.9 t | 3.81 d (17.2) | C-4a, C-7, C-10a |
| 7 | 140.8 s | ||
| 8 | 133.6 s | ||
| 9 | 148.6 s | ||
| 10 | 98.0 d | 6.59 s | C-6a, C-8, C-10b |
| 10a | 137.0 s | ||
| 10b | 48.3 s | ||
| 11endo | 38.7 t | 1.85 dddd (11.9, 8.8, 3.1, 1.3) | C-4a, C-10a |
| 11exo | 38.7 t | 1.92 ddd (12.1, 10.0, 7.3) | C-4a, C-10a |
| 12endo | 51.4 t | 2.75 ddd (13.0, 8.8, 7.2) | C-4a, C-6 |
| 12exo | 51.4 t | 3.40 ddd (13.0, 10.0, 3.0) | C-6, C-10b |
| OCH2O | 100.7 t | 5.88 d (1.5)–5.89 d (1.5) | C-8, C-9 |
| OCH3 | 59.1 q | 3.98 s | C-7 |