Table 1.
1H-NMR Data for Compounds 1–7.
| NO. | 1 a | 2 b | 3 a | 4 b | 5 a | 6 c | 7 d |
|---|---|---|---|---|---|---|---|
| 1a | 0.97 (1H, *) | 1.05 (1H, s) | 0.97 (1H, *) | 1.04 (1H, m) | 1.03 (1H, d, 9.6) | 1.55 (1H, m) | 1.56 (1H, m) |
| 1b | 1.88 (1H, br d, 13.5) | 1.96 (1H, m) | 1.87 (1H, br d, 13.7) | 1.95 (1H, m) | 1.94 (1H, br d) | 2.01 (1H, *) | 2.18 (1H, td, 13.7, 4.3) |
| 2a | 1.72 (1H, m) | 1.70 (1H, m) | 1.69 (1H, m) | 1.65 (1H, m) | 1.68 (1H, m) | 1.87 (1H, m) | 1.71 (1H, m) |
| 2b | 2.30 (1H, m) | 2.46 (1H, m) | 2.27 (1H, m) | 2.42 (1H, m) | 2.33 (1H, m) | 2.55 (1H, m) | 2.57 (1H, m) |
| 3 | 4.50 (1H, dd, 12.2, 4.7) | 4.56 (1H, dd, 12.1, 4.6) | 4.50 (1H, dd, 12.2, 4.7) | 4.50 (1H, dd, 12.1, 4.6) | 4.52 (1H, dd, 12.2, 4.6) | 4.77 (1H, dd, 12.0, 4.8) | 4.61 (1H, dd, 12.5, 4.5) |
| 5 | 1.04 (1H, br d, 11.9) | 1.12 (1H, d, 6.4) | 1.04 (1H, br d, 11.9) | 1.11 (1H, m) | 1.08 (1H, m) | 1.85 (1H, m) | 1.93 (1H, dd, 12.5, 2.2) |
| 6a | 1.61 (1H, *) | 1.67 (1H, m) | 1.61 (1H, *) | 1.68 (1H, m) | 1.63 (1H, m) | 2.01 (1H, *) | 1.66 (1H, m) |
| 6b | 1.80 (1H, *) | 1.87 (1H, m) | 1.79 (1H, *) | 1.86 (1H, m) | 1.84 (1H, m) | 2.01 (1H, *) | 1.85 (1H, dd, 13.9, 2.4) |
| 7a | 1.37 (1H, *) | 1.49 (1H, m) | 1.37 (1H, *) | 1.47 (1H, dd, 10.3, 3.3) | 1.45 (1H, m) | 1.56 (1H, m) | 1.29 (1H, t, 3.2) |
| 7b | 1.59 (1H, *) | 1.65 (1H, m) | 1.59 (1H, *) | 1.64 (1H, m) | 1.53 (1H, *) | 2.10 (1H, m) | 2.11 (1H, m) |
| 9 | 0.90 (1H, br s) | 1.04 (1H, br d) | 0.91 (1H, br s) | 1.03 (1H, br s) | 1.04 (1H, br s) | ||
| 11a | 1.49 (1H, *) | 1.63 (2H, *) | 1.49 (1H, *) | 1.62 (2H, m) | 1.53 (1H, *) | 5.28 (1H, s) | 1.47 (1H, m) |
| 11b | 1.49 (1H, *) | 1.49 (1H, *) | 1.65 (1H, d, 4.9) | 1.62 (1H, m) | |||
| 12a | 1.44 (1H, m) | 1.51 (1H, m) | 1.43 (1H, m) | 1.51 (1H, d, 3.8) | 1.47 (1H, m) | 2.03 (1H, m) | 1.42 (1H, dd, 12.9, 5.3) |
| 12b | 1.51 (1H, *) | 1.63 (1H, *) | 1.50 (1H, *) | 1.62 (1H, m) | 1.56 (1H, m) | 2.44 (1H, m) | 2.01 (1H, m) |
| 13 | 1.77 (1H, *) | 2.03 (1H, br s) | 1.77 (1H, *) | 2.02 (1H, br s) | 2.62 (1H, s) | 2.80 (1H, s) | 2.53 (1H, m) |
| 14a | 1.55 (1H, m) | 1.63 (1H, *) | 1.55 (1H, m) | 1.63 (1H, m) | 1.12 (1H, m) | 1.52 (1H, m) | 1.48 (1H, dd, 5.0, 2.0) |
| 14b | 1.81 (1H, *) | 1.89 (1H, m) | 1.80 (1H, *) | 1.89 (1H, d, 11.3) | 1.91 (1H, d, 11.0) | 1.65 (1H, m) | 2.24 (1H, d, 10.5) |
| 15a | 1.50 (1H, *) | 1.41 (1H, d, 14.4) | 1.50 (1H, *) | 1.40 (1H, d, 14.2) | 2.05 (1H, br s) | 2.24 (1H, d, 15.6) | 5.58 (1H, br s) |
| 15b | 1.50 (1H, *) | 1.53 (1H, d, 14.4) | 1.50 (1H, *) | 1.54 (1H, d, 14.2) | 2.05 (1H, br s) | 2.64 (1H, d, 15.6) | |
| 17a | 1.30 (3H, s) | 3.60 (1H, d, 11.4) | 1.30 (3H, s) | 3.60 (1H, d, 11.3) | 4.74 (1H, s) | 4.84 (1H, s) | 4.10 (1H, d, 14.3) |
| 17b | 3.70 (1H, d, 11.4) | 3.70 (1H, d, 11.3) | 4.80 (1H, s) | 4.95 (1H, s) | 4.14 (1H, d, 14.3) | ||
| 18 | 1.22 (3H, s) | 1.23 (3H, s) | 1.20 (3H, s) | 1.20 (3H, s) | 1.15 (3H, s) | 1.35 (3H, s) | 1.26 (3H, s) |
| 20 | 0.97 (3H, s) | 1.07 (3H, s) | 0.97 (3H, s) | 1.07 (3H, s) | 1.01 (3H, s) | 1.19 (3H, s) | 1.18 (3H, s) |
| 3-ester | 6.02 (1H, q, 7.0) | 6.11 (1H, dq, 7.0, 1.4) | 6.80 (1H, q, 7.1) | 6.89 (1H, dq, 7.0, 1.2) | 2.68 (2H, dd, 15.0, 7.2) | 6.46 (1H, d, 16.2) | 6.53 (1H, d, 15.8) |
| 1.92 (3H, d, 7.0) | 1.96 (3H, dd, 7.2, 1.5) | 1.72 (3H, d, 7.1) | 1.79 (3H, d, 7.2) | 2.95 (2H, m) | 7.70 (1H, d, 16.2) | 7.68 (1H, d, 15.8) | |
| 1.82 (3H, s) | 1.86 (3H, s) | 1.76 (3H, s) | 1.81 (3H, s) | 7.26 (2H, m) | 7.53 (2H, m) | 7.67 (2H, m) | |
| 7.19 (2H, *) | 7.40 (2H, *) | 7.43 (2H, *) | |||||
| 7.19 (1H, *) | 7.40 (1H, *) | 7.43 (1H, *) |
a Recorded in CDCl3 at 400 MHz; b Recorded in CD3OD at 400 MHz; c Recorded in CDCl3 at 600 MHz; d Recorded in acetone-d6 at 400 MHz. * Overlapped.