Table 1.
The 1H (300 MHz) and 13C (75 MHz) NMR data for 3-5 (3 and 5 in acetone-d6, 4 in CDCl3, δ in ppm, J in Hz).
| Position | δH | δC | ||||
|---|---|---|---|---|---|---|
|
|
|
|||||
| 3 | 4 | 5 | 3 | 4 | 5 | |
| 1 | 1.55-1.62 (1H, m) | 1.68-1.74 (1H, m) | 1.42-1.54 (1H, m) | 32.5 | 33.1 | 31.9 |
| 2.08-2.14 (1H, m) | 1.88-1.92 (1H, m) | 2.00-2.09 (1H, m) | ||||
| 2 | 2.17-2.26 (1H, m) | 2.45-2.50 (2H, m) | 2.24-2.29 (1H, m) | 35.2 | 35.6 | 34.7 |
| 2.58-2.67 (1H, m) | 2.63-2.69 (1H, m) | |||||
| 3 | - | - | - | 216.4 | 215.0 | 217.3 |
| 4 | 2.35-2.41 (1H, m) | 2.40-2.45 (1H, m) | 2.31-2.39 (1H, m) | 46.2 | 45.1 | 46.3 |
| 5 | 2.01-2.08 (1H, m) | 2.01-2.07 (1H, m) | 1.88-1.97 (1H, m) | 48.7 | 47.0 | 48.4 |
| 6 | 3.72 (1H, dd, 7.9, 10.9) | 4.87 (1H, dd, 10.6, 5.9) | 3.60 (1H, dd, 11.0, 8.6) | 73.0 | 79.1 | 75.0 |
| 7 | 4.91 (1H, d, 7.5) | 3.64 (1H, d, 5.9) | 3.49 (1H, d, 8.6) | 85.1 | 82.1 | 86.7 |
| 8 | - | - | - | 45.9 | 45.1 | 45.8 |
| 9 | 2.01-2.08 (1H, m) | 2.07-2.15 (1H, m) | 2.03-2.17 (1H, m) | 43.4 | 41.8 | 43.2 |
| 10 | - | - | - | 37.5 | 37.0 | 38.0 |
| 11 | 1.68-1.74 (1H, m) | 1.59-1.74 (2H, m) | 1.68-1.80 (2H, m) | 23.4 | 23.2 | 23.2 |
| 1.47-1.53 (1H, m) | ||||||
| 12 | 1.74-1.78 (1H, m) | 2.20-2.29 (1H, m) | 1.70-1.81 (1H, m) | 26.7 | 25.9 | 26.8 |
| 2.29-2.35 (1H, m) | 1.77-1.82 (1H, m) | 2.08-2.17 (1H, m) | ||||
| 13 | 2.66-2.71 (1H, m) | 2.54-2.58 (1H, m) | 2.63-2.69 (1H, m) | 50.7 | 50.4 | 50.7 |
| 14 | - | - | - | 48.6 | 48.4 | 48.9 |
| 15 | 2.14 (1H, dd, 6.8, 15.5) | 1.72-1.77 (1H, m) | 1.83-1.87 (1H, m) | 40.9 | 40.5 | 41.5 |
| 1.18 (1H, d, 15.1) | 2.16-2.24 (1H, m) | 2.17-2.25 (1H, m) | ||||
| 16 | 5.78 (1H, d, 8.6) | 5.85 (1H, d, 7.9) | 5.80 (1H, d, 8.6) | 74.6 | 74.4 | 74.6 |
| 17 | - | - | - | 147.4 | 150.0 | 148.3 |
| 18 | 1.17 (3H, s) | 1.20 (3H, s) | 1.23 (3H, s) | 20.9 | 21.5 | 21.9 |
| 19 | 0.98 (3H, s) | 1.15 (3H, s) | 0.90 (3H, s) | 23.6 | 23.7 | 23.4 |
| 20 | - | - | - | 132.0 | 130.3 | 130.2 |
| 21 | - | - | - | 171.3 | 173.7 | 174.3 |
| 22 | 2.41-2.56 (2H, m) | 2.34-2.48 (2H, m) | 2.34-2.53 (2H, m) | 29.5 | 28.9 | 29.3 |
| 23 | 2.05-2.19 (2H, m) | 2.05-2.16 (2H, m) | 2.03-2.14 (2H, m) | 29.1 | 28.5 | 28.5 |
| 24 | 5.15 (1H, t, 7.3) | 5.10 (1H, t, 7.2) | 5.15 (1H, t, 7.2) | 124.3 | 123.2 | 124.4 |
| 25 | - | - | - | 132.7 | 132.9 | 132.6 |
| 26 | 1.60 (3H, s) | 1.60 (3H, s) | 1.60 (3H, s) | 17.9 | 17.9 | 17.9 |
| 27 | 1.66 (3H, s) | 1.68 (3H, s) | 1.66 (3H, s) | 25.9 | 25.9 | 25.9 |
| 28 | 1.26 (3H, d, 6.9) | 1.11 (3H, d, 6.5) | 1.28 (3H, d, 7.6) | 18.8 | 16.9 | 19.5 |
| 29 | 1.36 (3H, s) | 1.15 (3H, s) | 1.29 (3H, s) | 20.3 | 19.9 | 20.5 |
| 6-OCOCH3 | - | 2.10 (3H, s) | - | - | 21.6 | - |
| 6-OCOCH3 | - | - | - | - | 171.7 | - |
| 7-OCOCH3 | 1.99 (3H, s) | - | - | 22.0 | - | - |
| 7-OCOCH3 | - | - | - | 170.7 | - | - |
| 16-OCOCH3 | 1.88 (3H, s) | 1.96 (3H, s) | 1.88 (3H, s) | 20.6 | 20.8 | 20.7 |
| 16-OCOCH3 | - | - | - | 170.5 | 170.8 | 170.5 |