Table 2. 1H- and 13C-NMR data of 9, 10, and 13 in CD3OD
Position | 9 | 10 | 13 |
δH (Int., Multi., J in Hz) | δC | δH (Int., Multi., J in Hz) | δC | δH (Int., Multi., J in Hz) | δC |
1 | - | 131.25 | - | 129.51 | - | 131.28 |
2 | 7.24 (1H, d, 2.0) | 114.67 | 7.25 (1H, d, 2.4) | 112.71 | 7.09 (1H, d, 1.8) | 112.43 |
3 | - | 150.26 | - | 147.01 | - | 151.12 |
4 | - | 148.43 | - | 146.45 | - | 149.64 |
5 | 6.93 (1H, d, 8.0) | 117.11 | 6.58 (1H d, 9.6) | 114.32 | 7.07 (1H, d, 8.4) | 117.68 |
6 | 6.85 (1H, dd, 8.0, 2.0) | 124.35 | 6.86 (1H, dd, 9.6, 2.4) | 122.37 | 7.02 (1H, dd, 8.4, 1.8) | 122.84 |
7 | 6.53 (1H, d, 12.5) | 137.71 | 6.53 (1H, d, 14.4) | 135.70 | 7.36 (1H, d, 15.6) | 141.48 |
8 | 5.79 (1H, d, 12.5) | 123.41 | 5.80 (1H, d, 14.4) | 121.33 | 6.39 (1H, d, 15.6) | 120.61 |
9 | - | 170.14 | - | 168.16 | - | 168.94 |
3-OCH3 | 3.71 (3H, s) | 56.78 | 3.71 (3H, s) | 57.44 | 3.80 (3H, s) | 56.83 |
1' | - | 131.55 | - | 130.03 | - | 131.39 |
2' | 6.57 (1H, d, 8.5) | 116.37 | 6.66 (1H, d, 1.8) | 116.49 | 6.62 (1H, d, 8.7) | 116.40 |
3' | 6.87 (1H, d, 8.5) | 130.84 | - | 144.12 | 6.96 (1H, d, 8.7) | 130.88 |
4' | - | 157.03 | - | 148.25 | - | 157.11 |
5' | 6.87 (1H, d, 8.5) | 130.84 | 6.96 (1H, d, 9.6) | 115.08 | 6.96 (1H, d, 8.7) | 130.88 |
6' | 6.57(1H, d, 8.5) | 116.37 | 6.49 (1H, dd, 9.6, 1.8) | 120.34 | 6.62 (1H, d, 8.7) | 116.40 |
7' | 2.57 (2H, t, 7.0) | 35.65 | 2.59 (2H, t, 9.0) | 34.10 | 2.66 (2H, t, 7.8) | 35.92 |
8' | 3.40 (2H, t, 7.0) | 42.44 | 3.38 (2H, t, 9.0) | 40.41 | 3.37 (2H, t, 7.8) | 42.71 |
3'-OCH3 | - | - | 3.67 (3H, s) | 54.45 | - | - |
1'' | 4.82 (1H, d, 7.5) | 102.45 | 4.83 (1H, d, 8.4) | 100.42 | 4.95 (1H, d, 7.8) | 102.44 |
2'' | 3.26-3.75 (6H, m) | 74.95 | 3.25-3.75 (6H, m) | 72.96 | 3.30-3.78 (6H, m) | 74.97 |
3'' | 77.92 | 75.93 | 78.01 |
4'' | 71.38 | 69.40 | 71.43 |
5'' | 78.31 | 76.30 | 78.43 |
6'' | 62.56 | 60.59 | 62.61 |