Table 5.
13C and 1H NMR Data of Compounds 15 and 17a
15 | 17 | |||
---|---|---|---|---|
position | δC | δH | δC | δH |
1 | 142.5, s | 146.7, s | ||
3 | 137.2, d | 8.37, d (5.6) | 137.9, d | 8.39, d (5.6) |
4 | 113.7, d | 7.83, d (5.6) | 112.9, d | 7.79, d (5.6) |
4a | 128.9, s | 128.2, s | ||
4b | 123.1, s | 124.1, s | ||
5 | 113.5, d | 7.59, d (7.7) | 118.9, d | 7.97, d (7.8) |
6 | 120.9, d | 7.13, dd (7.7, 7.6) | 119.4, d | 7.23, dd (7.8, 7.6) |
7 | 112.2, d | 7.04, d (7.6) | 120.1, d | 7.29, d (7.6) |
8 | 143.3 | 136.6, s | ||
8a | 133.4, s | 133.3, s | ||
9a | 134.1, s | 134.7, s | ||
10 | 137.9, s | 40.8, d | 4.36, brs | |
11 | 127.9, d | 6.81, s | 126.0, d | 6.53, s |
12 | 68.3, s | 138.4, s | ||
13 | 36.5, t | 2.20, m | 34.4, t | 2.52, m 2.37, m |
14 | 21.3, t | 2.15, m | 28.1, t | 2.42, 2H m |
15 | 130.1, d | 5.46, m | 130.5, d | 5.47, m |
16 | 132.3, d | 5.39, m | 131.4, d | 5.35, m |
17 | 24.9, t | 1.57, m | 24.7, t | 1.37, 2H m |
18 | 26.5, t | 1.66, m | 27.8, t | 2.70, m 2.42, m |
19 | 25.4, t | 1.60, m | 27.3, t | 1.95, 2H m |
20 | 52.7, t | 2.88, m 2.41, m | 59.4, t | 2.39, m 2.30, m |
22 | 49.6, t | 2.87, m 2.59, m | 51.2, t | 2.89, 2H m |
23 | 32.6, t | 2.44, m 2.15, m | 23.6, t | 1.68, 2H m |
24 | 40.1, d | 3.16, m | 37.9, d | |
25 | 45.5, s | 52.9, s | ||
26 | 81.5, d | 3.88, s | 63.3, d | 4.83, s |
28 | 41.1, t | 3.15, m 2.99, m | 45.8, t | 3.77, 2H m |
29 | 25.3, t | 1.60, m | 29.7, t | 1.81, 2H m |
30 | 29.1, t | 2.12, m 1.65, m | 30.4, t | 1.89, 2H m |
31 | 64.0, d | 3.77, brs | 71.7, d | 4.91, ddd (11.9, 8.2, 3.6) |
32 | 31.1, t | 2.15, m 1.55, m | 36.9, t | 3.04, dd (14.1, 8.2) 2.41, m |
33 | 29.4, t | 1.75, m | 116.9, s | |
34 | 64.0, d | 4.24, brs | 163.9, s | |
35 | 36.5, t | 2.30, m 2.15, m | 111.7, s | |
36 | 68.9, t | 2.68, d (11.9) 2.35, d (11.9) |
62.1, t | 2.62, d (11.9) 2.51,d (11.9) |
37 | 148.1, s | |||
38 | 16.8, q | 1.85, s | ||
OAc-8 | 169.8, s 21.7, q |
2.58, s | ||
OAc-31 | 170.3, s 20.7, q |
2.07, s | ||
Ac-35 | 192.0, s 27.3, q |
2.29, s | ||
OAc-37 | 168.8, s 21.2, q |
2.21, s |
In CDCl3, 400 or 500 MHz for 1H and 100 or 125 MHz for 13C NMR. Carbon multiplicities were determined by DEPT 135° experiments.
s = quaternary, d = methine, t = methylene, q = methyl carbons. Coupling constants (J) are in Hz.