Table 1.
1H and 13C NMR data for compounds 1–3.
Position | 1 | 2 | 3 | |||
---|---|---|---|---|---|---|
δH (J in Hz) a | δCb | δH (J in Hz) a | δCb | δH (J in Hz) a | δCb | |
1 | 2.90 m | 48.1 | 3.07 m | 44.1 | 2.97 m | 45.2 |
2 | 4.46 t (6.8) c | 76.7 | 4.68 t (6.8) | 75.2 | 4.52 t (6.8) | 75.3 |
3 | 2.70 d (6.8) | 59.6 | 2.83 d (6.8) | 60.3 | 2.76 d (6.8) | 59.9 |
4 | 64.0 | 62.7 | 63.4 | |||
5 | 1.91 m | 23.8 | 4.83 dd (10.8, 3.2) | 75.5 | 5.05 dd (11.2, 3.6) | 74.3 |
6 | 2.03 m, 2.18 m | 33.5 | 2.21 m, 2.42 m | 30.3 | 2.33 m, 2.54 m | 29.1 |
7 | 5.19 br d (8.0) | 129.5 | 5.10 t (5.6) | 122.5 | 5.46 t (6.4) | 121.7 |
8 | 127.5 | 132.3 | 131.3 | |||
9 | 2.18 m, 2.45 m | 44.7 | 2.38 m | 44.5 | 5.25 br s | 75.3 |
10 | 5.64 m | 67.8 | 5.67 m | 68.4 | 2.82 m, 3.27 m | 29.4 |
11 | 5.65 m | 127.8 | 5.45 m | 128.1 | 6.73 dd (9.6, 4.4) | 147.0 |
12 | 137.5 | 135.8 | 137.8 | |||
13 | 2.48 m, 2.91 m | 44.2 | 2.37 m, 2.51 m | 41.8 | 2.28 m, 2.89 m | 34.7 |
14 | 4.38 m | 68.6 | 5.40 m | 71.1 | 5.77 m | 69.3 |
15 | 136.7 | 134.9 | 136.1 | |||
16 | 5.67 m, 6.44 d (2.8) | 122.3 | 5.72 s, 6.40 s | 124.0 | 5.75 d (2.8), 6.39 d (2.8) | 124.7 |
17 | 169.4 | 168.9 | 168.4 | |||
18 | 1.42 s | 20.4 | 1.25 s | 14.7 | 1.49 s | 15.7 |
19 | 1.55 s | 15.6 | 1.66 s | 16.5 | 1.67 s | 12.9 |
20 | 1.72 s | 15.9 | 1.83 s | 16.0 | 10.14 s | 190.3 |
5-OAc | 2.01 s | 170.1 | 2.13 s | 170.1 | ||
21.1 | 21.2 | |||||
9-OAc | 2.13 s | 169.8 | ||||
20.8 | ||||||
10-OAc | 2.05 s | 170.5 | 2.05 s | 170.2 | ||
21.4 | 21.2 | |||||
14-OAc | 2.11 s | 170.3 | 2.02 s | 169.8 | ||
21.3 | 20.5 |
a 400 MHz in CDCl3 (assigned by COSY, HSQC, and HMBC experiments); b 100 MHz in CDCl3 (assigned by DEPT, COSY, HSQC, and HMBC experiments); c J values (Hz) in parentheses.