Table 2.
1H (600 MHz) and 13C (150 MHz) NMR data of 4–6 (4 in DMSO-d6, 5–6 in CDCl3).
| No. | 4 | 5 | 6 | |||
|---|---|---|---|---|---|---|
| δ | δH, Mult. (J in Hz) | δ C | δH, Mult. (J in Hz) | δ C | δH, Mult. (J in Hz) | |
| 1 | 163.1 | - | - | - | - | - |
| 2 | - | 9.43, s | 83.9 | 5.27, d (4.7) | 78.3 | 6.40, d (4.3) |
| 3 | 125.5 | - | 146.9 | - | 151.1 | - |
| 4 | 159.4 | - | - | - | - | |
| 5 | - | - | 146.7 | - | 139.0 | - |
| 6 | 45.1 | 3.62, dd (8.6, 5.8) | 127.8 | 7.74, d (8.0) | 122.9 | 8.23, d, (8.0) |
| 7a | 19.5 | 1.92, m | 134.9 | 7.79, t (8.0) | 136.7 | 7.91, t (8.0) |
| 7b | 1.96, m | |||||
| 8a | 32.4 | 2.02, m | 128.0 | 7.53, t (8.0) | 129.7 | 7.66, t (8.0) |
| 8b | 2.33, m | |||||
| 9 | 91.0 | - | 127.0 | 8.24, d (8.0) | 127.9 | 8.23, d, (8.0) |
| 10 | 112.7 | 7.02, s | 120.8 | - | 119.1 | - |
| 11 | 103.9 | - | 160.3 | - | 157.4 | - |
| 12 | 126.3 | - | - | - | - | - |
| 13 | 119.1 | 7.21, d (8.0) | 57.4 | 5.53, dd (8.8, 6.5) | 58.1 | 5.54, t (7.8) |
| 14 | 119.0 | 7.00, m | 170.0 | - | 167.6 | - |
| 15 | 120.7 | 7.09, m | 40.0 | 3.43, m | 39.9 | 3.48, m |
| 16 | 111.6 | 7.43, d (8.0) | 135.9 | - | 134.9 | - |
| 17 | 135.1 | - | 129.8 | 7.29, m | 129.7 | 7.24, m |
| 18 | 11.10, s | 128.6 | 7.28, m | 128.8 | 7.24, m | |
| 19 | 144.4 | - | 127.0 | 7.24, m | 127.7 | 7.20, m |
| 20 | 39.0 | - | 128.6 | 7.28, m | 128.8 | 7.24, m |
| 21 | 145.2 | 6.09, ddd (17.1, 10.8, 1.6) | 129.8 | 7.29, m | 129.7 | 7.24, m |
| 22 | 111.7 | 5.06, m | - | - | - | - |
| 23 | 27.4 | 1.47, s | - | - | - | - |
| 24 | 27.8 | 1.50, s | - | - | - | - |
| 9-OEt | 59.2 | 3.53, qd (7.0, 3.9) | - | - | - | - |
| - | 15.2 | 1.22, td (7.0, 1.5) | - | - | - | - |
| 2-OMe/ 2-OEt | - | - | 56.0 | 3.53, s | 66.2 | 4.04, dt (9.0, 7.0) |
| 4.11, dt (9.0, 7.0) | ||||||
| - | - | - | - | 15.4 | 1.35, t (7.0) |