Table 1.
1H NMR data for compounds 1 to 6 at 400 MHz (δ in ppm, J in parenthesis with Hz).
| No. | 1 a | 2 a | 3 a | 4 a | 5 b | 6 a |
|---|---|---|---|---|---|---|
| 1 | 1.67, d (7.0) | 1.50, dm (6.8) | ||||
| 2 | 5.65, br s | 5.65, br s | 5.29, q (7.0) | 5.30, qq (6.8, 1.2) | 5.74, br s | 5.65, br s |
| 4 | 5.76, br s | 5.76, br s | 5.59, br s | 5.53, br s | 2.85, s | 5.76, br s |
| 6 | 2.13, dd (13.2, 6.2) | 2.14, dd (13.2, 7.2) | 2.03, dd (12.8, 6.4) | 2.09, dd (13.2, 6.3) | 5.32, d (8.7) | 2.14, dd (13.1, 6.4) |
| 1.88, dd (13.2, 8.1) | 1.89, dd (13.2, 8.1) | 1.79, m | 1.86, ddd (13.2, 8.3, 0.8) | 1.89, dd (13.1, 8.2) | ||
| 7 | 1.70, m | 1.71, m | 1.65, m | 1.66, m | 3.39, m | 1.71, m |
| 8 | 1.35, m; 1.15, m | 1.34, m; 1.15, m | 1.36, m; 1.12, m | 1.38, m; 1.15, m | 1.36, m; 1.16, m | |
| 9 | 1.44, m | 1.34, m | 1.36, m | 1.38, m | 2.12, s | 1.37, m |
| 10 | 1.33, m | 1.34, m | 1.49, m; 1.37, m | 1.50, m; 1.38, m | 1.63, s | 1.48, m; 1.37, m |
| 11 | 1.33, m | 1.42, m | 1.52, m; 1.40, m | 1.53, m; 1.40, m | 1.26, d (6.8) | 1.53, m; 1.45, m |
| 12 | 1.44, m; 1.18, m | 1.72, m | 3.71, t (6.9) | 3.70, t (6.9) | 3.79, m | |
| 13 | 1.82, m | 2.48, m | 2.48, m | 2.67, ddd (8.5, 6.3, 5.4) | ||
| 14 | 4.31, dd (8.4, 4.2) | 2.16, br d (10.3) | ||||
| 15 | 3.53, q (4.2) | 3.02, m | 1.69, s | 1.70, m | 2.21, d (1.2) | |
| 16 | 1.71, s | 1.54, d (1.3) | 1.82, d (1.2) | |||
| 17 | 2.20, s | 2.21, s | 0.84, d (6.6) | 0.88, d (6.6) | 0.87, d (6.6) | |
| 18 | 1.82, s | 1.82, s | 1.13, d (6.9) | 1.13, d (7.0) | 3.82, dd (10.9, 8.7) | |
| 3.73, dd (10.9, 5.3) | ||||||
| 19 | 0.87, d (6.6) | 0.87, d (6.5) | ||||
| 20 | 1.04, d (6.5) | 1.38, s | ||||
| 21 | 3.91, dd (11.9, 4.5) | 3.87, dd (11.0, 4.6) | ||||
| 3.77, dd (11.9, 3.8) | 3.72, dd (11.0, 3.6) | |||||
| OMe | 3.70, s | 3.71, s |
a Measured in CD3OD; b Measured in CDCl3.