Table 3.
1H-NMR Data of compounds 4–7.
| Proton | 4 | 5 | 6 | 7 |
|---|---|---|---|---|
| 3 | 6.94 s | 7.04 s | 6.94 s | 6.94 s |
| 5 | 9.45 d (9.5) | 9.51 d (9.5) | 9.41 d (9.5) | 9.41 d (9.5) |
| 6 | 7.20 dd (9.5, 3.0) | 7.24 dd (9.5, 3.0) | 7.11 dd (9.5, 3.0) | 7.11 dd (9.5, 3.0) |
| 8 | 7.26 d (3.0) | 7.37 d (3.0) | 7.14 d (3.0) | 7.13 d (3.0) |
| 9 | 7.59 d (9.5) | 7.70 d (9.5) | 7.52 d (9.5) | 7.50 d (9.5) |
| 10 | 7.70 d (9.5) | 7.74 d (9.5) | 7.67 d (9.5) | 7.66 d (9.5) |
| 1′ | 6.67 d (3.0) | 6.20 d (3.0) | 6.24 d (3.0) | 6.66 d (3.0) |
| 3′ | 6.69 dd (9.5, 3.0) | 6.65 d (3.0) | 6.58 d (3.0) | 6.67 dd (9.5, 3.0) |
| 4′ | 8.05 d (9.5) | 8.02 d (9.5) | ||
| 5′ | 8.07 d (9.0) | 8.02 d (9.5) | ||
| 6′ | 6.38 d (3.0) | 6.69 dd (9.0,3.0) | 6.61 dd (9.5, 3.0) | 6.39 d (3.0) |
| 8′ | 6.29 d (3.0) | 6.68 d (3.0) | 6.60 d (3.0) | 6.29 d (3.0) |
| 9′ | 2.61–2.63 m a | 2.59–2.60 m | 2.59–2.63 m | 2.61–2.63 m a |
| 10′ | 2.61–2.63 m a | 2.53–2.56 m | 2.54–2.58 m | 2.61–2.63 m a |
| 4-OCH3 | 4.12 s | 4.16 s | 4.12 s | 4.12 s |
| 7-OCH3 | 3.91 s | 3.94 s | ||
| 4′-OCH3 | 3.81 s | 3.75 s | ||
| 5′-OCH3 | 3.80 s | 3.80 s |
1H-NMR data were measured at 500 MHZ in CD3OD for 4, 6–7, in acetone-d6 for 5, δ in ppm, J in Hz; a overlapped; the number in brackets represented coupling constants.