Table 2.
1H (600 MHz) NMR data of compound 1a and compounds 2–5 b (δ in ppm, J in Hz).
| No | 1 | 2 | 3 | 4 | 5 |
|---|---|---|---|---|---|
| 1 | 5.40 s | 5.50 d (5.4) | 5.51 d (8.2) | 5.50 d (5.2) | 5.50 d (8.2) |
| 3 | 7.63 d (1.2) | 7.42 d (1.2) | 7.57 s | 7.42 d (0.9) | 7.56 s |
| 4 | - | - | - | - | - |
| 5 | 3.30 m | 2.91 m | 3.38 m | 2.93 m | 3.37 m |
| 6 | 1.72 m, 1.82 m | 1.63 ddd (12.8, 8.0, 4.5), 2.06 m | 5.54 m | 1.63 m, 2.07 m | 5.54 m |
| 7 | 5.41 s | 4.49 dd (7.1, 4.5) | 5.55 m | 4.54 dd (6.8, 4.8) | 5.50 m |
| 8 | 5.48 ddd (17.3, 10.5, 9.9) | 5.73 ddd (17.4, 10.2, 9.0) | 5.72 ddd (17.3, 10.3, 8.5) | 5.72 ddd (17.2, 10.3, 9.0) | 5.71 ddd (17.3, 10.5, 8.6) |
| 9 | 2.63 m | 2.67 m | 2.59 m | 2.67 m | 2.58 m |
| 10 | 5.27 m, 5.29 m | 5.26 brd (10.2), 5.30 brd (17.4) | 5.19 brd (10.6), 5.22 brd (17.3) | 5.26 brd (10.2), 5.30 brd (17.2) | 5.18 brd (10.5), 5.22 brd (17.3) |
| 11 | - | - | - | - | - |
| 1′ | 4.74 d (7.9) | 4.67 d (7.9) | 4.73 d (7.8) | 4.67 d (7.9) | 4.72 d (7.7) |
| 2′ | 3.45 m | 3.19 dd (8.7, 7.9) | 3.20 dd (8.8, 7.8) | 3.18 dd (8.9, 7.9) | 3.19 dd (8.8, 7.6) |
| 3′ | 3.60 t (8.5) | 3.10–3.40 m | 3.10–3.45 m | 3.10–3.40 m | 3.10–3.45 m |
| 4′ | 3.41 t (8.5) | 3.10–3.40 m | 3.10–3.45 m | 3.10–3.40 m | 3.10–3.45 m |
| 5′ | 3.65 m | 3.10–3.40 m | 3.10–3.45 m | 3.10–3.40 m | 3.10–3.45 m |
| 6′ | 3.66 m, 3.97 m | 3.66 dd (12.0, 6.0), 3.89 dd (12.0, 2.1) | 3.67 m, 3.89 dd (11.8, 1.7) | 3.65 dd (11.9, 6.0), 3.89 dd (11.9, 2.0) | 3.66 m, 3.88 dd (11.9, 1.8) |
| 11-OMe | - | 3.69 s | 3.68 s | 3.69 s | 3.67 s |
| 1′′ | 3.92 m, 3.87 m | - | - | 3.60 m, 3.40 m | - |
| 2′′ | - | - | 3.06 m, 3.05 m | 1.54 m | 3.06 m |
| 3′′ | - | - | 4.13 m, 4.11 m | 1.41 m | 4.07 m |
| 4′′ | - | - | 1.24 t (7.4) | 0.94 t (7.4) | 1.61 m |
| 5′′ | - | - | - | - | 1.39 m |
| 6′′ | - | - | - | - | 0.95 t (7.4) |
| 7-OMea | - | 3.28 s | - | 3.29 s | - |
| 7-OMeb | - | 3.29 s | - | - | - |
a NMR data were obtained in chloroform-d. b Data were measured in methanol-d4.