Table 1.
1H and 13C NMR data of compounds 1 and 2 in methanol-d4.
| Pos. | 1 | 2 | ||
| δC,a,b type | δHc (multi, J (Hz)) | δC,a,b type | δHc (multi, J (Hz)) | |
|
| ||||
| 1 | 32.1, CH2 | 1.51 (m, 2H) | 40.7, CH2 | 1.55 (t, 12.6, 1H) 1.73 (dd, 12.6, 4.0, 1H) |
| 2 | 24.2, CH2 | 1.65 (m, overlapped, 1H) 1.92 (m, overlapped, 1H) |
66.5, CH | 4.02 (ddd, 12.3, 4.3, 2.9, 1H) |
| 3 | 79.8, CH | 4.68 (t, 2.8, 1H) | 81.8, CH | 4.96 (dd, 2.9, 0.9, 1H) |
| 4 | 37.8, C | 39.0, C | ||
| 5 | 46.8, CH | 1.56 (br d, 2.0, 1H) | 46.2, CH | 1.46 (dd, 13.0, 2.2, 1H) |
| 6 | 19.1, CH2 | 1.56 (m, overlapped, 1H) 1.66 (m, overlapped, 1H) |
18.8, CH2 | 1.55 (m, overlapped, 1H) 1.66 (m, overlapped, 1H) |
| 7 | 27.1, CH2 | 1.41 (m, overlapped, 2H) | 29.8, CH2 | 1.54 (m, overlapped, 1H) 1.64 (m, overlapped, 1H) |
| 8 | 135.2, C | 135.3, C | ||
| 9 | 136.3, C | 136.0, C | ||
| 10 | 38.1, C | 39.5, C | ||
| 11 | 21.9, CH2 | 2.03 (m, overlapped, 2H) | 22.1, CH2 | 2.05 (m, overlapped, 2H) |
| 12 | 29.9, CH2 | 1.51 (m, overlapped, 1H) 1.61 (m, overlapped, 1H) |
29.8, CH2 | 1.53 (m, overlapped, 1H) 1.63 (m, overlapped, 1H) |
| 13 | 45.6, C | 45.6, C | ||
| 14 | 50.7, C | 50.6, C | ||
| 15 | 31.5, CH2 | 1.26 (m, overlapped, 1H) 1.67 (m, overlapped, 1H) |
31.5, CH2 | 1.27 (m, overlapped, 1H) 1.67 (m, overlapped, 1H) |
| 16 | 27.1, CH2 | 2.08 (m, overlapped, 2H) | 27.0, CH2 | 2.09 (m, overlapped, 2H) |
| 17 | 48.3, CH | 2.14 (m, 1H) | 48.3, CH | 2.14 (m, overlapped, 1H) |
| 18 | 16.7, CH3 | 0.81 (s, 3H) | 16.6, CH3 | 0.81 (s, 3H) |
| 19 | 19.5, CH3 | 1.03 (s, 3H) | 20.5, CH3 | 1.07 (s, 3H) |
| 20 | 48.8, CH | 2.40 (td, 11.0, 3.5, 1H) | 48.9, CH | 2.40 (td, 11.0, 3.4, 1H) |
| 21 | 177.4, C | 177.3, C | ||
| 22 | 32.6, CH2 | 1.68 (m, overlapped, 1H) 1.73 (m, overlapped, 1H) |
32.6, CH2 | 1.68 (m, overlapped, 1H) 1.73 (m, overlapped, 1H) |
| 23 | 32.7, CH2 | 1.98 (m, overlapped, 1H) 2.11 (m, overlapped, 1H) |
32.7, CH2 | 1.97 (m, overlapped, 1H) 2.12 (m, overlapped, 1H) |
| 24 | 156.7, C | 156.7, C | ||
| 25 | 35.0, CH | 2.23 (pd, 6.9, 1.1, 1H) | 35.0, CH | 2.24 (pd, 6.9, 1.0, 1H) |
| 26 | 22.3, CH3 | 1.03 (d, 6.8, 3H) | 22.3, CH3 | 1.03 (d, 6.9, 3H) |
| 27 | 22.4, CH3 | 1.01 (d, 6.8, 3H) | 22.4, CH3 | 1.01 (d, 6.9, 3H) |
| 28 | 28.4, CH3 | 0.90 (s, 3H) | 28.3, CH3 | 0.92 (s, 3H) |
| 29 | 22.3, CH3 | 0.95 (s, 3H) | 22.1, CH3 | 0.99 (s, 3H) |
| 30 | 24.7, CH3 | 0.94 (s, 3H) | 24.7, CH3 | 0.94 (s, 3H) |
| 31 | 107.4, CH2 | 4.70 (d, 1.4, 1H) 4.75 (d, 1.4, 1H) |
107.4, CH2 | 4.70 (d, 1.4, 1H) 4.75 (d, 1.4, 1H) |
| 1' | 172.4, C | 172.9, C | ||
| 2' | 46.5, CH2 | 2.65 (d, 15.1, 1H) 2.69 (d, 15.1, 1H) |
46.7, CH2 | 2.71 (d, 14.4, 1H) 2.77 (d, 14.4, 1H) |
| 3' | 70.7, C | 70.9, C | ||
| 4' | 45.9, CH2 | 2.69 (d, 14.9, 1H) 2.72 (d, 14.9, 1H) |
46.6, CH2 | 2.63 (d, 15.0, 1H) 2.66 (d, 15.0, 1H) |
| 5' | 175.0, C | 175.3, C | ||
| 6' | 27.9, CH3 | 1.38 (s, 3H) | 27.5, CH3 | 1.39 (s, 3H) |
| 1'' | 95.7, CH | 5.49 (d, 8.1, 1H) | 95.7, CH | 5.50 (d, 8.3, 1H) |
| 2'' | 73.9, CH | 3.35 (m, overlapped, 1H) | 73.9, CH | 3.36 (dd, 9.1, 8.2, 1H) |
| 3'' | 78.4, CH | 3.42 (m, overlapped, 1H) | 78.4, CH | 3.43 (d, 9.1, 1H) |
| 4'' | 71.2, CH | 3.39 (m, overlapped, 1H) | 71.2, CH | 3.39 (m, overlapped, 1H) |
| 5'' | 78.7, CH | 3.38 (m, overlapped, 1H) | 78.7, CH | 3.38 (m, overlapped, 1H) |
| 6'' | 62.6, CH2 | 3.71 (dd, 11.9, 1.8, 1H) 3.81 (dd, 11.8, 4.4, 1H) |
62.6, CH2 | 3.71 (dd, 11.8, 4.5, 1H) 3.81 (dd, 11.8, 1.8, 1H) |
aAt 500 MHz; bassigned based on HMBC and HSQC spectra; cat 125 MHz.