Table 1.
NMR Data for Compounds 1-4 a.
| no. | 1 | 2 | 3 | 4 | ||||
| δH | δ C | δ H | δ C | δ H | δ C | δH | δ C | |
| 1 | 129.1 | 129.5 | 129.2 | 129.2 | ||||
| 2 | 6.54 br.s | 115.4 | 6.61 d (1.8) | 115.5 | 6.55 d (1.2) | 115.4 | 6.62 br.s | 115.5 |
| 3 | 144.9 | 144.7 | 144.9 | 144.9 | ||||
| 4 | 143.5 | 143.5 | 143.5 | 143.5 | ||||
| 5 | 6.55 d (8.4) | 116.2 | 6.63 d (7.8) | 116.3 | 6.54 d (7.8) | 116.2 | 6.63 d (7.8) | 116.3 |
| 6 | 6.41 dd (1.8, 8.4) | 119.6 | 6.48 dd (1.8, 7.8) | 119.5 | 6.41 dd (1.2, 7.8) | 119.6 | 6.49 dd (1.8, 7.8) | 119.5 |
| 7 | 2.56 m | 35.1 | 2.69 m | 35.1 | 2.56 m | 35.0 | 2.67 m | 35.1 |
| 8 | 3.76 m | 69.8 | 3.82 m | 70.2 | 3.78 m | 69.8 | 3.83 m | 70.3 |
| 3.54 m | 3.62 m | 3.53 m | 3.61 m | |||||
| 1′ | 4.49 d (8.4) | 100.2 | 4.34 d (7.8) | 102.7 | 4.74 d (7.8) | 100.1 | 4.31 d (7.8) | 102.9 |
| 2′ | 4.64 t (8.4) | 73.4 | 3.18 dd (7.8, 9.0) | 71.4 | 4.65 t (7.8) | 73.3 | 3.41 dd (7.8, 9.0) | 73.0 |
| 3′ | 3.42 m | 74.1 | 4.88 t (9.0) | 77.5 | 3.42 m | 74.1 | 3.10 m | 73.5 |
| 4′ | 3.44 m | 70.7 | 3.28 dd (9.0, 10.2) | 68.1 | 3.22 dd (9.0, 9.6) | 70.0 | 4.66 t (9.6) | 71.0 |
| 5′ | 3.38 m | 75.5 | 3.42 m | 75.1 | 3.39 m | 75.7 | 3.45 m | 73.9 |
| 6′ | 3.84 br.d (10.2) | 66.6 | 3.82 br.d (9.6) | 66.5 | 3.96 br.d (11.4) | 65.7 | 3.53 br.d (13.0) | 66.1 |
| 3.48 m | 3.49 m | 3.58 dd (5.4, 11.4) | 3.33 dd (7.5, 13.0) | |||||
| 1″ | 4.60 br.s | 100.7 | 4.59 br.s | 100.7 | 4.20 d (7.2) | 104.0 | 4.50 br.s | 100.5 |
| 2″ | 3.63 m | 70.5 | 3.62 m | 70.6 | 2.98 dd (7.2, 8.4) | 73.3 | 3.59 m | 70.6 |
| 3″ | 3.45 m | 70.3 | 3.62 m | 70.4 | 3.09 dd (8.4, 9.0) | 76.6 | 3.36 dd (9.0, 10.2) | 70.6 |
| 4″ | 3.19 t (9.6) | 72.0 | 3.44 m | 71.9 | 3.28 m | 69.6 | 3.57 t (9.0) | 71.9 |
| 5″ | 3.46 m | 68.4 | 3.48 m | 68.4 | 3.70 m | 68.2 | 3.34 m | 68.4 |
| 3.02 m | ||||||||
| 6″ | 1.14 d (6.6) | 18.0 | 1.13 d (6.6) | 17.9 | 1.05 d (6.0) | 17.8 | ||
| 1‴ | 125.5 | 125.6 | 125.5 | 125.4 | ||||
| 2‴ | 7.06 br.s | 114.8 | 7.04 d (1.8) | 114.9 | 7.06 br.s | 114.8 | 7.05 br.s | 114.8 |
| 3‴ | 145.6 | 145.5 | 145.6 | 145.6 | ||||
| 4‴ | 148.5 | 148.2 | 148.5 | 148.6 | ||||
| 5‴ | 6.76 d (7.2) | 115.8 | 6.75 d (8.4) | 115.7 | 6.76 d (7.8) | 115.8 | 6.76 d (8.4) | 115.8 |
| 6‴ | 7.01 br.d (7.2) | 121.3 | 7.01 dd (1.8, 8.4) | 121.3 | 7.01 d (7.8) | 121.3 | 7.01 br.d (8.4) | 121.4 |
| 7‴ | 7.49 d (16.2) | 145.2 | 7.47 d (15.6) | 144.9 | 7.49 d (15.6) | 145.1 | 7.50 d (15.6) | 145.6 |
| 8‴ | 6.27 d (16.2) | 114.2 | 6.26 d (15.6) | 114.7 | 6.27 d (15.6) | 114.2 | 6.25 d (15.6) | 113.6 |
| 9‴ | 165.7 | 166.1 | 165.7 | 165.9 | ||||
a NMR data were measured in DMSO-d6 for 1-4 at 400 MHz for 1H-NMR and at 100 MHz for 13C-NMR. Proton coupling constants (J) in Hz are given in parentheses. The assignments were based on DEPT, 1H-1H COSY, HSQC, HMBC and phase sensitive 1H-1H COSY experiments.