Table 1.
1H (700 MHz) e 13C (175 MHz) NMR data of compound 3 in CD3OD a.
| Pos. |
δH, Mult. (J in Hz) |
δC (mult.) | NOESY | COSY | HMBC |
|---|---|---|---|---|---|
| 2 | 3.63 b | 56.5 (CH) | 3, 4ax, 4a, 8a, 8eq | 3, 9 | 9 |
| 3 | 5.18, bs | 69.5 (CH) | 2, 4ax, 9 | 2, 4ax, 4eq | 1″, 4a |
| 4ax | 1.87, m | 29.5 (CH2) | 2, 8a, 4eq | 3, 4eq | 3, 4a, 5, 8a |
| 4eq | 2.31, d (15.6) | 4ax, 6ax | 3, 4ax | 2, 3, 4a, 5 | |
| 4a | 1.81, m | 37.1 (CH) | 2, 6ax, 8a | 3, 5 | 4, 5, 68a, 1′ |
| 5 | 2.48, m | 40.6 (CH) | 6ax, 7eq, 1′, 2′ | 4a, 1′ | 4a, 1′ |
| 6ax | 1.79, qd (13.3, 3.5) | 29.2 (CH2) | 4eq, 5, 7eq, 8a, 1′ | 5, 6eq, 7ax, 7eq | 4a, 5, 7, 8 |
| 6eq | 2.06, m | 6ax, 7ax | 6ax, 7ax, 7eq | 4a, 7, 8 | |
| 7ax | 1.76, qt (13.3, 3.3) | 34.1 (CH2) | 6ax, 6eq, 8a, 8eq | 6eq, 6ax,7eq, 8ax, 8eq | 5, 6, 8a |
| 7eq | 1.24, m | 6ax | 6eq, 7ax | 5, 8 | |
| 8ax | 1.70 b | 19.8 (CH2) | 6ax | 7, 8a, 8eq | 6, 7, 8a |
| 8eq | 1.70 b | 7ax, 8a | 7, 8a, 8ax | 6, 7, 8a | |
| 8a | 3.60 b | 58.6 (CH) | 2, 4ax, 4a, 8eq | 4a, 8ax, 8eq | 7 |
| 9 | 1.33, d (6.0) | 14.7 (CH3) | 2, 3, 2″ | 2 | 3 |
| 1′ | 5.46, dd (15.8, 9.3) | 136.1 (CH) | 6ax, 3′, 5 | 5, 2′ | 5, 2′, 3′ |
| 2′ | 5.63, dd (15.8, 10.7) | 132.3 (CH) | 3′, 5 | 5, 3′ | 5, 1′, 3′, 4′ |
| 3′ | 3.85, dd (16.0, 3.0) | 76.5 (CH) | 4′ | 2′, 4′ | 1′, 2′, 4′, 5′ |
| 4′ | 3.45, m | 75.4 (CH) | 3′ | 3′, 5′ | 2′ |
| 5′ | 1.31 b | 33.1 (CH2) | 4′, 6′ | 4′ | |
| 6′ | 1.30 b | 31.3 (CH2) | 5′, 7′ | 7′ | |
| 7′ | 1.35, m | 23.4 (CH2) | 6′, 8′ | 6′, 8′ | |
| 8′ | 0.91, t (7.0) | 14.1 (CH3) | 7′ | 6′, 7′ | |
| 1″ | - | 171.8 (CO) | |||
| 2″ | 4.30, s | 61.0 (CH2) | 9 | 1″ |
a 1H NMR and 13C NMR shifts are referenced to CD3OD (δH = 3.31 ppm and δC = 49.0 ppm). The proton and carbon resonances were assigned by HSQC and HMBC experiments. b Partially overlapped to other 1H resonances.