Table 1.
1H and 13C NMR data of 1–4 [δ in ppm; J in Hz]
| Position | 1 a | 2 a | 3 b | 4 b | ||||
|---|---|---|---|---|---|---|---|---|
| δ cH | δ dC | δ cH | δ dC | δ cH | δ eC | δ cH | δ eC | |
| 1α | 1.13 m | 48.2 t | 1.03 m | 49.8 t | 1.91 m | 31.3 t | 1.17 m | 49.9 t |
| 1β | 2.08 m | 2.02 m | 2.09 m | 2.13 overlap | ||||
| 2α | 3.91 m | 64.8 d | 3.74 m | 64.7 d | 1.57 m | 25.8 t | 3.84 m | 64.0 d |
| 2β | 1.94 m | |||||||
| 3α | 1.17 m | 51.0 t | 1.12 m | 51.9 t | 75.5 d | 1.17 m | 52.4 t | |
| 3β | 1.80 m | 1.71 overlap | 3.44 br s | 1.76 m | ||||
| 4 | – | 34.6 s | – | 35.1 s | – | 37.9 s | – | 35.0 s |
| 5 | 1.93 dd (2.8, 1.7) | 52.7 d | 0.93 overlap | 44.9 d | 1.89 m | 43.6 d | 1.28 m | 50.2 d |
| 6 | 5.88 dd (9.8, 1.7) | 130.4 d | 1.71 overlap | 23.7 d | 2.07 m | 23.5 t | 1.91 m | 24.2 t |
| 2.05 m | 2.11 m | 2.13 overlap | ||||||
| 7 | 5.78 dd (9.8, 2.8) | 129.4 d | 3.38 br s | 59.6 d | 5.79 br s | 121.3 d | 5.51 br s | 116.8 d |
| 8 | – | 79.0 s | – | 65.2 s | – | 131.6 s | – | 138.4 s |
| 9 | 2.07 br s | 70.2 d | 1.70 d (1.9) | 62.3 d | 2.94 s | 54.0 d | 2.23 d (3.0) | 62.5 d |
| 10 | – | 40.9 s | – | 36.0 s | – | 34.5 s | – | 35.6 s |
| 11 | 5.37 br s | 101.7 d | 5.32 d (1.9) | 100.1 d | – | 175.5 s | 5.22 d (3.0) | 99.5 d |
| 12a | 3.70 d (9.4) | 80.9 t | 3.75 d (10.0) | 68.0 t | 4.63 d (11.7) | 70.2 t | 4.06 d (11.3) | 68.5 t |
| 12b | 4.08 d (9.4) | 4.00 d (10.0) | 4.70 d (11.7) | 4.35 d (11.3) | ||||
| 13 | 0.94 s (3H) | 23.0 q | 0.97 s (3H) | 23.4 q | 0.93 s (3H) | 22.1 q | 0.91 s (3H) | 22.7 q |
| 14 | 1.01 s (3H) | 33.4 q | 0.92 s (3H) | 33.3 q | 0.96 s (3H) | 28.7 q | 0.94 s (3H) | 33.5 q |
| 15 | 0.88 s (3H) | 15.8 q | 0.92 s (3H) | 16.2 q | 0.86 s (3H) | 14.3 q | 0.85 s (3H) | 15.2 q |
| 3-OH | 3.52 br s | |||||||
aRecorded in CD3OD
bRecorded in acetone-d 6
cRecorded at 400 MHz
dRecorded at 150 MHz
eRecorded at 100 MHz