Table 1.
1H and 13C NMR data of compounds 5–7 in CDCl3.
| Position | Compound 5 |
Compound 6 |
Compound 7 |
|||
|---|---|---|---|---|---|---|
| δH (δ ppm, J = Hz) | δC | δH (δ ppm, J = Hz) | δC | δH (δ ppm, J = Hz) | δC | |
| 1 | – | 44.0 s | – | 44.0s | – | 44.0 s |
| 2 | 1.20 (1H, m), 1.49 (1H, m) | 41.3 t | 1.29 (1H, m), 1.57 (1H, m) | 41.3 t | 1.28(1H, m), 1.58 (1H, m) | 41.3 t |
| 3 | 1.56 (1H, m), 1.89 (1H, m) | 31.8 t | 1.60 (1H, m), 1.97 (1H, m) | 31.7 d | 1.66(1H, m), 1.97 (1H, m) | 31.6 t |
| 4 | – | 86.3 s | – | 86.3 s | – | 86.8 s |
| 5 | 1.95 (1H, d, J = 10.5) | 60.0 d | 1.99 (1H, m) | 60.1 d | 1.98 (1H, m) | 60.1 d |
| 6 | 5.23 (1H, d t, J = 3.0, 10.5) | 71.4 d | 5.29 (1H, dt, J = 2.5, 10.5) | 71.1 d | 5.30 (1H, t, J = 10.5) | 71.2 d |
| 7 | 2.23 (1H, dd, J = 2.5, 13.0) 2.50 (1H, t, J = 13.0) | 41.4 t | 2.32 (1H, dd, J = 2.5, 13.0)2.55 (1H, t, J = 13.0) | 41.4 t | 2.31 (1H, d, J = 13.0) 2.58 (1H, t, J = 13.0) | 41.4 t |
| 8 | – | 133.5 s | – | 133.6 s | – | 133.5 s |
| 9 | 5.49 (1H, br t) | 125.2 d | 5.58 (1H, br t) | 125.2 d | 5.58 (1H, br s) | 125.2 d |
| 10 | 1.92 (1H, d, J = 8.0) 2.02 (1H, d, J = 8.0) | 41.1 t | 1.98 (1H, m), 2.02 (1H, m) | 41.0 t | 1.98 (1H, m),2.02 (1H, m) | 41.0 t |
| 11 | 1.85 (1H, s ep, J = 6.5) | 37.2 d | 1.95 (1H, m) | 37.3 d | 1.88 (1H, m) | 37.1 d |
| 12 | 0.77 (3H, d, J = 7.0) | 17.4 q | 0.88 (3H, d, J = 6.5) | 17.5 q | 0.87 (3H, d,J = 6.5) | 17.5 q |
| 13 | 0.89 (3H, d, J = 7.0) | 18.5 q | 0.99 (3H, d, J = 6.5) | 18.5 q | 0.96 (3H, d, J = 6.5) | 18.5 q |
| 14 | 1.76 (3H, s) | 26.4 q | 1.85 (3H, s) | 26.4 q | 1.84 (3H, s) | 26.4 q |
| 15 | 1.04 (3H, s) | 20.2 q | 1.13 (3H, s) | 20.2 q | 1.12 (3H, s) | 20.2 q |
| 16 | – | 166.5 s | – | 166.3 s | – | 166.9 s |
| 1′ | – | 130.6 s | – | 122.7 s | – | 122.5 s |
| 2′ | 7.96 (1H, dd, J = 8.0, 1.0) | 129.6 d | 7.58 (1H, d, J = 2) | 111.9 d | 7.95 (1H, d, J = 8.0) | 132.0 d |
| 3′ | 7.39 (1H, t, J = 8.0) | 128.5 d | – | 146.3 s | 6.91 (1H, d, J = 8.0) | 115.4 d |
| 4′ | 7.51 (1H, t d, J = 8.0, 1.0) | 133.0d | – | 150.2 s | – | 160.6 s |
| 5′ | 7.39 (1H, t, J = 8.0) | 128.5 d | 6.98 (1H, d, J = 8) | 114.2 d | 6.91 (1H, d, J = 8.0) | 115.4 d |
| 6′ | 7.96 (1H, dd, J = 8.0, 1.0) | 129.6d | 7.63 (1H, dd, J = 2.0, 8.0) | 124.2 d | 7.95 (1H, d, J = 8.0) | 132.0 d |
| OCH3 | – | – | 3.97 (3H, s) | 56.0 q | – | – |
| OH | – | – | 6.08 | – | – | – |