Table 1.
1H- (600 MHz) and 13C- (150 MHz) NMR data of compounds 1–3.
Position | 1 | 2 | 3 | |||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|
1H (J, Hz) | 13C | 1H (J, Hz) | 13C | 1H (J, Hz) | 13C | |||||||
1α | 1.02 | m | 38.3 | t | 1.46 | m | 36.3 | t | 1.49 | m | 36.6 | t |
1β | 1.68 | m | 1.68 | m | 1.70 | m | ||||||
2 | 1.64 | m (2H) | 23.7 | t | 1.65 | m (2H) | 23.3 | t | 1.65 | m (2H) | 23.3 | t |
3 | 4.47 | dd (5.3, 11.4) | 80.9 | d | 4.47 | dd (4.1, 11.7) | 80.6 | d | 4.47 | dd (4.1, 11.7) | 80.6 | d |
4 | 37.8 | s | 36.9 | s | 37.0 | s | ||||||
5 | 0.81 | m | 55.3 | d | 2.20 | s | 65.1 | d | 2.20 | s | 65.2 | d |
6α | 1.54 | m | 18.2 | t | 199.8 | s | 199.4 | s | ||||
6β | 1.41 | m | ||||||||||
7 | 1.41 | m (2H) | 33.79 | t | 5.84 | d (3.0) | 123.9 | d | 5.69 | d (3.0) | 124.8 | d |
8 | 41.0 | s | 170.3 | s | 170.8 | s | ||||||
9 | 1.38 | dd (4.2, 12.0) | 49.8 | d | 2.73 | ddd (3.0, 6.8, 12.6) | 49.7 | d | 2.72 | ddd (3.0, 6.2, 13.2) | 50.3 | d |
10 | 37.0 | s | 43.5 | s | 43.6 | s | ||||||
11 | 1.51 | m | 20.55 | t | 1.74 | m | 16.3 | t | 1.72 | m | 17.6 | t |
1.55 | m | 1.56 | m | |||||||||
12 | 1.44 | m | 22.9 | t | 1.70 | m | 31.6 | t | 1.78 | m | 32.7 | t |
1.55 | m | 1.87 | m | |||||||||
13 | 2.48 | dd (4.1, 11.8) | 33.75 | d | 37.3 | s | 43.0 | s | ||||
14 | 44.4 | s | 42.8 | s | 52.4 | s | ||||||
15α | 1.10 | m | 26.6 | t | 1.46 | m | 28.07 | t | 1.56 | m | 32.8 | t |
15β | 1.79 | td (4.1, 13.5) | 1.57 | m | 1.50 | m | ||||||
16α | 1.59 | m | 31.5 | t | 1.54 | m | 37.2 | t | 1.35 | m | 27.9 | t |
16β | 1.40 | m | 1.27 | m | 1.99 | m | ||||||
17 | 41.2 | s | 32.0 | s | 1.56 | m | 52.7 | d | ||||
18 | 77.0 | s | 1.33 | brs | 54.7 | d | 0.82 | s | 22.0 | q | ||
19 | 71.9 | s | 1.17 | m | 35.4 | d | 0.88 | s | 14.3 | q | ||
20 | 1.91 | m | 29.4 | d | 1.58 | m | 31.9 | d | 1.43 | m | 35.5 | d |
21 | 3.77 | d (5.9) | 83.2 | d | A 1.20 | m | 29.1 | t | 0.87 | d (6.5) | 18.4 | q |
B 1.59 | m | |||||||||||
22 | α 1.18 | dd (6.4, 13.5) | 39.3 | t | A 1.19 | m | 31.2 | t | A 1.01 | m | 35.1 | t |
22 | β 1.32 | m | B 1.59 | m | B 1.57 | m | ||||||
23 | 0.85 | s | 27.9 | q | 1.20 | s | 28.11 | q | A 1.88 | m | 25.3 | t |
B 2.05 | m | |||||||||||
24 | 0.84 | s | 16.5 | q | 1.19 | s | 15.9 | q | 5.09 | tt (1.5, 14.1) | 124.8 | d |
25 | 0.88 | s | 16.2 | q | 0.88 | s | 14.2 | q | 131.2 | s | ||
26 | 1.075 | s | 16.0 | q | 1.06 | s | 21.3 | q | 1.69 | s | 25.7 | q |
27 | 1.05 | s | 14.7 | q | 0.96 | s | 22.7 | q | 1.61 | s | 17.7 | q |
28 | 1.083 | s | 23.4 | q | 1.06 | s | 37.8 | q | 1.20 | s | 16.0 | q |
29 | 1.11 | d (7.4) | 20.63 | q | 1.07 | d (8.0) | 25.6 | q | 1.20 | s | 28.2 | q |
30 | 1.11 | d (7.4) | 18.4 | q | 0.92 | d (5.9) | 22.5 | q | 1.05 | s | 24.9 | q |
21-OMe | 3.22 | s | 56.5 | q | ||||||||
1′ | 171.0 | s | 171.0 | s | 171.0 | s | ||||||
2′ | 2.04 | s | 21.3 | q | 2.07 | s | 21.2 | q | 2.07 | s | 21.2 | q |