Table 1.
1H-NMR Spectroscopic Data of Compounds 1–4a.
| 1 | 2 | 3 | 4 | ||||
|---|---|---|---|---|---|---|---|
| Position | δH (J in Hz) | Position | δH (J in Hz) | Position | δH (J in Hz) | Position | δH (J in Hz) |
| 2α | 1.86, (overlapped) | 1 | 2.25, s | 2 | 5.27, dd, (9.6, 1.8) | 3 | 6.65, d, (8.4) |
| 2β | 1.60, dd, (15.0, 6.5) | 3 | 6.09, d, (16.5) | 3a | 2.20, m | 4 | 7.18, dd, (8.4) |
| 3 | 4.41, m | 4 | 7.45, dd, (16.5, 11.5) | 3b | 1.85, m | 5 | 6.55, d, (8.4) |
| 4 | 6.82, t, (3.0) | 5 | 6.23, d, (11.5) | 4a | 2.86, m | 2′, 6′ | 7.47, m |
| 6 | 2.57, m | 7 | 3.93, t, (6.5) | 4b | 2.63, m | 3′, 5′ | 7.36, m |
| 7 | 5.12, t, (9.3) | 8 | 1.47, m | 5 | 6.79, d, (8.4) | 4′ | 7.36, m |
| 8 | 5.66, d, (9.3) | 9 | 1.97, t, (7.5) | 6 | 6.30, d, (8.4) | 7′a | 5.33, d, (12.6) |
| 10 | 6.44, dd, (17.5, 9.0) | 11 | 5.03, t, (7.0) | 3′ | 6.40, d, (2.4) | 7′b | 5.22, d, (12.6) |
| 11a | 5.37, d, (17.5) | 12 | 2.12, dd, (7.5, 7.0) | 5′ | 6.42, dd, (8.4, 2.4) | 1″ | 4.84, d, (7.2) |
| 11b | 5.20, d, (10.5) | 13 | 2.42, t, (7.5) | 6′ | 7.25, d, (8.4) | 2″ | 3.21, m |
| 12 | 0.90, s | 15 | 1.06, s | 3′′ | 3.73, dd, (7.2, 6.0) | 3″ | 3.49, m |
| 13 | 0.87, 3H, s | 16 | 1.85 (3H, s) | 4′′a | 2.92, dd, (17.4, 7.8) | 4″ | 3.09, t, (8.7) |
| 15 | 1.88, s | 17 | 1.62 (3H, s) | 4′′b | 2.54, dd, (17.4, 5.4) | 5″ | 3.25, m |
| 1′ | 4.35, d, (8.0) | 5′′ | 1.22, s b | 6″a | 3.86, d, (8.1) | ||
| 2′ | 2.91, t, (8.0) | 6′′ | 1.31, s b | 6″b | 3.44, m | ||
| 3′ | 3.15, m | -OMe | 3.75, s | 1′′′ | 4.83, d, (3.0) | ||
| 4′ | 3.03, t, (8.0) | 2′′′ | 3.75, d, (3.0) | ||||
| 5′ | 3.15, m | 4′′′a | 3.89 (1H, d, 9.0) | ||||
| 6′a | 3.68, dd, (10.5, 1.0) | 4′′′a | 3.59 (1H. d, 9.0) | ||||
| 6′b | 3.44, dd, (10.5, 6.0) | 5′′′ | 3.35 (1H, m) | ||||
a 1H–NMR data (δ) were measured at 500 MHz in DMSO-d6 for 1, 2, 4, and at 600 MHz in methanol-d4 for 3. The assignments were based on HSQC and HMBC experiments; b Interchangeable.