Table 1.
1H- and 13C-nuclear magnetic resonance (NMR) data (CDCl3, 500 and 125 MHz, resp.) of Compounds 1–3. Chemical shifts δ in ppm rel. to TMS, J in Hz. For atom numbering, see the Formulae.
| Position | 1 | 2 | 3 | |||
|---|---|---|---|---|---|---|
|
|
|
|
||||
| δH | δC | δH | δC | δH | δC | |
| 1 | – | 132.0 | – | 129.3 | – | 123.7 |
| 2 | – | 138.5 | – | 135.6 | – | 114.6 |
| 3 | – | 97.1 | – | 116.8 | – | 136.0 |
| 4 | – | 136.0 | – | 135.0 | – | 133.2 |
| 5 | – | 133.0 | – | 136.0† | – | 138.9‡ |
| 6 | – | 110.0 | – | 133.4† | – | 133.3‡ |
| 7 | – | 127.2 | – | – | – | – |
| Me-2 | – | – | – | – | 1.82 (s) | 12.7 |
| Me-3 | – | – | 1.97 (s) | 9.4 | – | – |
| Me-6 | 2.27 (s) | 13.3 | – | – | – | – |
| MeO-2 | 3.94 (s) | 60.4 | – | – | – | – |
| MeO-3 | – | – | – | – | 3.88 (s) | 60.1 |
| MeO-4 | – | – | 3.88 (s) | 60.1 | – | – |
| Me-7 | 1.99 (s) | 23.5 | – | – | – | – |
| CH2-7 | 5.24 (br s) | 121.0 | – | – | – | – |
| 5.36 (br s) | ||||||
| 4-OCH2O-5 | 5.93 (s) | 101.7 | – | – | – | – |
| 5-OCH2O-6 | – | – | 5.96 (s) | 101.8 | 5.99 (s) | 101.7 |
| 1′ | – | – | – | 136.1 | – | 123.7 |
| 2′ | – | – | 5.94 (s) | 109.5 | – | 114.6 |
| 3′ | – | – | – | 124.1 | – | 136.0 |
| 4′ | – | – | – | 137.4 | – | 133.2 |
| 5′ | – | – | – | 138.6 | – | 138.9 |
| 6′ | – | – | – | 134.4 | – | 133.3 |
| Me-2′ | – | – | – | – | 1.82 (s) | 12.7 |
| Me-3′ | – | – | 2.03 (s) | 15.8 | – | – |
| MeO-3′ | – | – | – | – | 3.88 (s) | 60.1 |
| MeO-4′ | – | – | 3.87 (s) | 59.7 | – | – |
| 5′-OCH2O-6′ | – | – | 5.98 (s) | 101.7 | 5.99 (s) | 101.7 |
| OH | 4.64 (s) | – | – | – | 4.56 (s) | – |
†
exchangeable;
‡
exchangeable.