Table 1.
NMR spectroscopic data of compounds 1–3.
No. | 1 a | 2 b | 3 b | |||
---|---|---|---|---|---|---|
δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | |
1 | - | 104.4 | - | 104.4 | - | 104.4 |
2 | 1.73, m | 25.6 | 1.95, m | 25.6 | 1.94, m | 25.6 |
3 | 1.53, m | 28.2 | 1.75, m 1.66, m |
26.5 | 1.72, m 1.62, m |
26.6 |
4 | 4.16, br s | 61.2 | 4.54, br s | 62.9 | 4.52, br s | 62.9 |
4a | 1.97, ddd (12.8, 10.0, 2.4) | 42.9 | 3.31, d (13.6) | 49.0 | 3.27, dd (13.2, 1.6) | 48.9 |
5 | 3.70, br s | 68.8 | - | 212.2 | - | 211.8 |
6 | 1.75, m | 35.7 | 3.13, br s 2.47, dd (14.4, 2.8) |
44.2 | 3.05, m 2.60, dd (14.4, 2.0) |
41.2 |
7 | 4.21, br s | 66.9 | 4.43, t (3.2) | 71.3 | 3.89, m | 80.1 |
8 | 3.93, m | 63.3 | 4.77, d (3.2) | 67.4 | 4.88, br d (3.6) | 65.1 |
8a | 2.44, dd (12.8, 1.6) | 38.6 | 3.17, br s | 41.5 | 3.03, m | 41.9 |
1' | - | 146.5 | - | 147.3 | - | - |
2' | 6.96, d (7.2) | 109.4 | 6.94, d (7.2) | 109.8 | 6.96, d (7.6) | 109.8 |
3' | 7.45, t (7.6) | 127.6 | 7.43, t (8.0) | 127.8 | 7.44, t (7.6) | 127.7 |
4' | 7.50, d (8.0) | 119.7 | 7.53, d (8.4) | 121.5 | 7.48, d (8.4) | 120.5 |
4a' | - | 133.6 | - | 134.2 | - | 134.2 |
5' | 7.52, d (8.0) | 120.1 | 7.49, d (8.4) | 120.5 | 7.53, d (8.4) | 121.4 |
6' | 7.45, t (7.6) | 127.5 | 7.43, t (8.0) | 127.1 | 7.42, t (7.6) | 127.1 |
7' | 6.94, d (7.2) | 108.8 | 6.95, d (7.2) | 109.6 | 6.93, d (7.6) | 109.6 |
8' | - | 147.6 | - | 145.9 | - | 145.9 |
8a' | - | 113.3 | - | 113.8 | - | 113.9 |
4-OH | 3.70, br s | - | - | - | - | - |
5-OH | 4.81, d (2.8) | - | - | - | - | - |
7-OH | 3.85, d (2.4) | - | - | - | - | - |
8-OH | 4.21, br s | - | 3.77, s | - | 3.71, s | - |
7-OMe | - | - | - | - | 3.43, s | 56.9 |
a Measured in DMSO-d6; b measured in CDCl3.