Table 1.
1H (600 MHz) and 13C (150 MHz) NMR data of 1–3 in DMSO-d6.
| No. | 1 | 2 | 3 | |||
|---|---|---|---|---|---|---|
| δ C | δH, Mult. (J in Hz) | δ C | δH, Mult. (J in Hz) | δ C | δH, Mult. (J in Hz) | |
| 1 | 165.9 | - | 166.8 | - | 166.2 | - |
| 2 | - | 9.01, s | - | 9.43, s | - | 8.93, s |
| 3 | 125.3 | - | 125.9 | - | 126.2 | - |
| 4 | 158.9 | - | 161.1 | - | 158.4 | - |
| 6a | 86.7 | 5.59, dd (5.7, 1.7) | 85.4 | 5.35, dd (2.8, 1.7) | 54.4 | 3.32, m |
| 6b | - | - | - | - | - | 3.75, dd (12.7, 4.5) |
| 7a | 29.6 | 1.75, dddd (13.4, 8.4, 5.0, 1.7) | 30.7 | 1.92, m | 66.6 | 4.35, t (4.5) |
| 7b | 1.97, m | - | ||||
| 8a | 25.9 | 2.13, dddd (12.2, 9.7, 6.7, 5.0) | 24.5 | 1.92, m | 37.6 | 1.98, ddd (12.7, 11.5, 4.5) |
| 8b | 2.27, m | 2.10, m | 2.12, dd (12.7, 6.0) | |||
| 9 | 56.5 | 4.57, dd (8.9, 6.7) | 58.7 | 4.44, m | 57.0 | 4.65, dd (11.5, 6.0) |
| 10 | 111.9 | 6.98, s | 113.2 | 7.05, s | 110.7 | 6.92, s |
| 11 | 103.9 | - | 104.3 | - | 103.8 | - |
| 12 | 125.9 | - | 125.8 | - | 126.0 | - |
| 13 | 119.6 | 7.29, d (8.0) | 119.7 | 7.23, d (8.0) | 119.4 | 7.29, d (8.0) |
| 14 | 119.4 | 6.99, m | 119.3 | 6.99, ddd (8.0, 7.0, 1.2) | 119.3 | 7.00, m |
| 15 | 120.7 | 7.08, ddd (8.0, 7.0, 1.2) | 120.7 | 7.07, ddd (8.0, 7.0, 1.2) | 120.7 | 7.08, ddd (8.0, 7.0, 1.2) |
| 16 | 111.5 | 7.41, d (8.0) | 111.6 | 7.41, m | 111.4 | 7.41, d (8.0) |
| 17 | 135.1 | - | 135.1 | - | 135.1 | - |
| 18 | 11.06, s | - | 11.06, s | - | 11.03, s | |
| 19 | 144.3 | - | 144.7 | - | 144.0 | - |
| 20 | 39.0 | - | 39.1 | - | 39.0 | - |
| 21 | 145.1 | 6.07, dd (17.4, 10.5) | 145.1 | 6.09, dd (17.1, 10.8) | 145.2 | 6.08, dd (17.3, 10.5) |
| 22 | 111.7 | 5.05, m | 111.7 | 5.06, m | 111.6 | 5.04, m |
| 23 | 27.4 | 1.45, s | 27.5 | 1.47, s | 27.4 | 1.46, s |
| 24 | 27.8 | 1.49, s | 27.9 | 1.51, s | 27.7 | 1.50, s |
| 6-OEt | 63.6 | 3.65, m | 64.3 | 3.60, m | - | - |
| 15.2 | 1.13, t (7.1) | 15.4 | 1.09, t (7.1) | - | - |