Table 2. 1H and 13C NMR Spectroscopic Data of Compounds 4–6a.
|
4 |
5 |
6 |
||||
|---|---|---|---|---|---|---|
| position | δH | δC | δH | δC | δH | δC |
| 1a | 80.0 | 3.45 dd (12.0, 4.0) | 76.0 | 1.72 m | 31.1 | |
| 1b | 1.33 m | |||||
| 2a | 2.01b | 29.0 | 2.15 m | 40.7 | 3.96 m | 67.0 |
| 2b | 1.54b | 1.57 dd (11.0, 2.0) | ||||
| 3a | 1.55b | 28.7 | 4.00 dd (13.0, 6.0) | 70.1 | 135.9 | |
| 3b | 1.23 m | |||||
| 4 | 2.02b | 36.0 | 146.1 | 5.52 br s | 131.6 | |
| 5 | 72.3 | 1.74 d (11.0) | 53.7 | 3.89 d (9.5) | 71.0 | |
| 6a | 2.44 d (14.0) | 27.2 | 5.22 d (11.0) | 79.6 | 1.75 m | 42.1 |
| 6b | 1.38 m | |||||
| 7 | 1.69b | 47.5 | 167.2 | 2.01 m | 33.1 | |
| 8a | 1.70 m | 30.2 | 3.08 br dd (14.0, 3.5) | 23.9 | 1.41 m | 33.6 |
| 8b | 1.34 m | 2.54 ddd (18.0, 14.0, 6.0) | 1.24 m | |||
| 9a | 2.01b | 36.0 | 2.25 br dd (14.0, 5.0) | 37.6 | 1.62 m | 30.6 |
| 9b | 1.53b | 1.32 m | ||||
| 10 | 75.2 | 40.0 | 4.03 br t (6.4) | 78.3 | ||
| 11 | 74.7 | 121.1 | 147.6 | |||
| 12a | 1.18 s | 2657 | 174.2 | 4.94 br s | 111.7 | |
| 12b | 4.83 br s | |||||
| 13 | 1.14 s | 25.3 | 4.31 s | 53.5 | 1.74 s | 18.3 |
| 14 | 1.28 s | 24.5 | 0.93 s | 10.6 | 0.85 d (6.5) | 15.3 |
| 15a | 1.05 d (6.2) | 19.0 | 5.41 br s | 106.2 | 1.81 s | 20.9 |
| 15b | 5.12 br s | |||||
| CH3CO | 1.91 br s | 23.0 | ||||
| CH3CO | 178.0 | |||||
a
Spectra were recorded in methanol-d4 at 600 MHz; J values are in parentheses and reported in Hz; chemical shifts are given in ppm; assignments were confirmed by COSY, 1D-TOCSY, HSQC, and HMBC experiments.
b
Overlapped signal.