Table 1.
NMR data for compounds 1–3 (CD3OD, 1H: 500 MHz, 13C: 125 MHz).
| 1 | 2 | 3 | ||||
|---|---|---|---|---|---|---|
| N | δC | δH mult. (J in Hz) | δC | δH mult. (J in Hz) | δC | δH mult. (J in Hz) |
| 1 | - | - | - | - | 116.3 | - |
| 2 | 75.0 | 5.55 dd (2.5, 13.5) | 75.8 | 5.58 dd (3.0, 13.0) | 160.3 | - |
| 3 | 45.4 | 2.89 dd (13.5, 17.0) 2.67 dd (2.5, 17.0) |
43.3 | 2.99 dd (13.0, 17.0) 2.75 dd (3.0, 17.0) |
103.7 | 6.35 br.s |
| 4 | 193.6 | - | 198.9 | - | 162.4 | - |
| 5 | 164.7 | - | 162.6 | - | 109.0 | 6.36 dd (2.0, 8.0) |
| 6 | 109.6 | - | 108.7 | - | 131.6 | 7.41 d (8.0) |
| 7 | 165.4 | - | 167.0 | - | - | - |
| 8 | 93.6 | 6.12 s | 96.4 | 5.93 s | - | - |
| 9 | 161.9 | - | 163.2 | - | - | - |
| 10 | 105.7 | - | 103.2 | - | - | - |
| 1′ | 119.7 | - | 118.4 | - | 106.5 | - |
| 2′ | 160.1 | - | 156.7 | - | 162.3 | - |
| 3′ | 99.8 | 6.49 d (2.3) | 103.4 | 6.36 d (2.5) | 91.6 | 6.02 s |
| 4′ | 159.0 | - | 159.6 | - | 164.1 | - |
| 5′ | 108.1 | 6.47 dd (2.3, 8.5) | 107.7 | 6.37 dd (2.0, 8.5) | 108.9 | - |
| 6′ | 128.5 | 7.38 d (8.5) | 128.6 | 7.32 d (8.5) | 166.6 | - |
| 1″ | 28.2 | 2.63 m | 28.0 | 2.60 m | 28.2 | 2.65 m |
| 2″ | 48.2 | 2.50 m | 48.4 | 2.49 m | 48.0 | 2.57 m |
| 3″ | 32.3 | 2.02 m | 32.3 | 2.01 m | 32.4 | 2.09 m |
| 4″ | 124.8 | 4.96 t (5.5) | 124.8 | 4.99 t (5.5) | 125.0 | 5.06 td (1.0, 6.5) |
| 5″ | 132.0 | - | 132.0 | - | 131.8 | - |
| 6″ | 17.8 | 1.48 s | 17.8 | 1.50 s | 17.9 | 1.58 s |
| 7″ | 25.8 | 1.57 s | 25.8 | 1.59 s | 25.9 | 1.65 s |
| 8″ | 149.8 | - | 149.8 | - | 149.9 | - |
| 9″ | 111.2 | 4.52 s 4.59 s |
111.1 | 4.54 br s 4.60 br s |
111.1 | 4.61 br s 4.55 br s |
| 10″ | 19.1 | 1.64 s | 19.2 | 1.65 s | 19.1 | 1.72 s |
| OMe | 55.9 | 3.82 s | - | - | - | - |
| OMe | 55.9 | 3.83 s | - | - | 56.1 | 3.91 |
| α | - | - | - | - | 125.4 | 7.95 d (16.0) |
| β | - | - | - | - | 139.8 | 8.02 d (16.0) |
| γ | - | - | - | - | 194.8 | - |