Table 2.
1H NMR data of compounds 1–6 (500 MHz, mult., J in [Hz]).
| Position | 1 a | 2 a | 3 a | 4 a | 5 a | 6 b |
|---|---|---|---|---|---|---|
| 1 | 2.33, dd (10.0, 9.0) | 2.58, dddd (10.5, 8.5, 7.5, 2.5) | ||||
| 2 | 2.34, d (2.5) | |||||
| 3 | 2.99, q (7.0) | 2.41, qd (7.0, 1.5) | 2.13, qd (7.0, 1.5) | 2.77, q (7.0) | ||
| 4 | 5.73, q (1.0) | |||||
| 5 | 6.02, d (1.5) | 6.20, s | α: 2.91, ddd (19.0, 3.5, 1.5); β: 2.32, dd (19.0, 10.0) |
α: 2.79, ddd (19.5, 4.5, 1.5); β: 2.62, dd (19.5, 12.0) |
5.69, s | |
| 6 | 2.83, ddd (10.0, 7.0, 3.5) | 3.12, dd (12.0, 4.5) | ||||
| 7 | α: 2.76, d (15.5); β: 2.71, dd (15.5, 1.5) |
7.12, s | 4.80, dd (7.0, 1.0) | 3.92, d (6.5) | 6.32, d (2.5) | |
| 8 | 2.64, dddd (8.5, 8.5, 6.5, 6.5) | |||||
| 9 | α: 1.90, d (14.0); β: 1.65, d (14.0) |
α: 1.66, dd (13.5, 6.5); β: 1.45, dd (13.5, 8.5) |
4.55 dd (6.0, 2.5) | |||
| 10 | ||||||
| 11 | α: 1.76, dd (13.5, 9.0); β: 1.60, dd (13.5, 10.0) |
α: 1.97, d(14.0); β: 2.10, d (14.0) |
α: 2.38, d (19.0); β: 2.48, dd (19.0, 1.0) |
2.78, d (21.0); 2.58, d (21.0) |
α: 1.76, dd (12.0, 7.5); β: 1.48, dd (12.0, 10.5) |
1.98, d (14.5); 1.52, d (14.5) |
| 12 | 1.14, s | 1.04, s | 1.08, s | 1.28, s | 2.03, d (1.0) | 0.89, s |
| 13 | 5.89, s; 5.16, s | 1.16,d (7.0) | 1.05, d (7.0) | 1.15, d (7.0) | 1.35, s | 0.93, d (7.0) |
| 14 | 1.12, s | 1.18, s | 1.17, s | 1.25, s | 1.09, s | 1.19, s |
| 15 | 1.19, s | 1.40, s | 1.16, s | 1.20, s | 0.93, s | 0.80, s |
| 1α-OH | 1.94, brs | 5.15, s | ||||
| 7β-OH | 3.42, brs | |||||
| 8α-OH | 2.05, brs | |||||
| 9β-OH | 5.250, d(6.0) |
a Measured in CDCl3, and CDCl3 was used as an internal standard (δH 7.26); b Measured in DMSO-d6, and DMSO-d6 was used as an internal standard (δH 2.50).