Table 1.
1H- (400 MHz) and 13C-NMR (100 MHz) data of compound 4–5 (in pyridine-d5, δ in ppm, J in Hz).
| No. | Compound 4 | Compound 5 | ||
|---|---|---|---|---|
| δC | δH, Coupling Pattern, J in Hz | δC | δH, Coupling Pattern, J in Hz | |
| 2 | 165.0 | 165.2 | ||
| 3 | 107.0 | 6.97, s | 107.2 | 7.00, s |
| 4 | 183.9 | 183.9 | ||
| 5 | 164.3 | 164.4 | ||
| 6 | 101.3 | 6.72, d, 2.0 | 101.4 | 6.74, d, 2.0 |
| 7 | 167.3 | 167.3 | ||
| 8 | 96.3 | 6.83, d, 2.0 | 96.3 | 6.86, d, 2.0 |
| 9 | 159.7 | 159.8 | ||
| 10 | 106.3 | 106.3 | ||
| 1' | 127.9 | 128.2 | ||
| 2' | 105.9 | 7.27, br. s | 106.0 | 7.29, br. s |
| 3' | 155.1 | 155.1 | ||
| 4' | 141.3 | 142.0 | ||
| 5' | 155.1 | 155.1 | ||
| 6' | 105.9 | 7.27, br. s | 106.0 | 7.29, br. s |
| 1'' | 133.1 | 132.1 | ||
| 2'' | 114.0 | 7.50, d, 1.6 | 113.9 | 7.59, d, 1.6 |
| 3'' | 149.4 | 149.4 | ||
| 4'' | 148.8 | 148.9 | ||
| 5'' | 117.0 | 7.18, d, 8.0 | 117.1 | 7.21, d, 8.0 |
| 6'' | 122.8 | 7.37, dd, 8.0, 1.6 | 122.5 | 7.43, dd, 8.0, 1.6 |
| 7'' | 82.6 | 5.89, d, 6.0 | 81.9 | 6.02, d, 4.8 |
| 8'' | 87.8 | 5.19, m | 87.6 | 5.16, m |
| 9''a | 62.7 | 4.75, dd, 12.4, 3.6 | 63.0 | 4.44, dd, 12.0, 4.4 |
| 9''b | 4.36, dd, 12.0, 2.8 | 4.02, dd, 11.6, 5.2 | ||
| 3'-OCH3 | 57.2 | 3.81, s | 57.7 | 3.83, s |
| 5'-OCH3 | 57.2 | 3.81, s | 57.7 | 3.83, s |
| 3''-OCH3 | 56.6 | 3.73, s | 57.1 | 3.67, s |
| 1''' | 105.7 | 5.54, d, 8.0 | 105.6 | 5.35, d, 8.0 |
| 2''' | 75.5 | 4.28–4.12, m | 77.1 | 4.31–3.09, m |
| 3''' | 79.7 | 80.1 | ||
| 4''' | 71.9 | 72.8 | ||
| 5''' | 79.6 | 79.7 | ||
| 6'''a | 63.0 | 4.41, m | 63.8 | 4.45, m |
| 6'''b | 4.20, m | 4.30, m | ||