Table 1.
The 1H-NMR (600 MHz) data (J in Hz) of compounds 1–5 in DMSO-d6.
| Position | 1 | 2 | 3 | 4 | 5 |
|---|---|---|---|---|---|
| 1 | 5.46, d (3.5) a | 5.12, t (4.3) | 5.30, m | 4.74, dd (6.7, 4.8) | 5.82, dd (6.0, 3.1) |
| 2 | 4.01, dd (3.5, 2.3) a | 3.75, td (4.5, 2.3) | 1.86, td (13.6, 4.0) | 3.59, dd (6.7, 3.8) | 3.28, d (3.1) |
| 1.52, dt (13.6, 2.5) | |||||
| 3 | 3.17, qd (6.8, 2.3) a | 2.24, m | 2.19, m | ||
| 4 | 4.41, dd (7.8, 4.0) | 4.30, t (4.0) | 4.31, br d (5.2) | 4.80, d (8.0) | |
| 5 | 7.40, s | 7.00, s | 6.93, s | 7.09, d (1.0) | 7.17, d (1.0) |
| 8 | 7.45, dd (8.3, 1.4) | 7.41, dd (8.2, 1.3) | 7.40, dd (8.3, 1.3) | 7.40, dd (8.3, 1.0) | 7.40, dd (8.3, 1.2) |
| 9 | 7.47, dd (8.3, 6.6) | 7.38, dd (8.2, 6.8) | 7.37, dd (8.3, 6.7) | 7.37, dd (8.3, 7.0) | 7.37, dd (8.3, 6.8) |
| 10 | 7.36, dd (6.6, 1.4) | 7.29, dd (6.8, 1.3) | 7.28, dd (6.7, 1.3) | 7.29, dd (7.0, 1.0) | 7.27, dd (6.8, 1.2) |
| 12 | 1.17, d (6.9) a | 1.04, d (7.1) | 0.98, d (7.0) | 0.85, s | 1.47, s |
| 13 | 4.11, s | 4.10, s | 4.10, s | 4.08, s | 4.09, s |
| 1-OH | 5.46, overlap | 4.96, d (4.4) | 4.53, d (3.7) | 5.08, d (4.8) | 5.31, d (6.1) |
| 2-OH | 5.31, d (3.5) | 5.19, d (4.8) | 4.77, br s | ||
| 3-OH | 5.10, br s | ||||
| 4-OH | 4.81, d (8.0) | 4.94, d (5.8) | 5.44, d (5.8) | 5.93, d (8.2) | |
| 6-OH | 9.54, s | 9.32, s | 9.30, s | 9.33, s | 9.33, s |
a The splitting style and coupling constants were listed based on the 1H-NMR spectrum with D2O added.