Table 1.
1H NMR data (400 MHz) and 13C NMR data (100 MHz) for compounds 1–3.
| Position | 1 | 2 | 3 | |||
|---|---|---|---|---|---|---|
| δH, mult. (J in Hz) | δC | δH, mult. (J in Hz) | δC | δH, mult. (J in Hz) | δC | |
| 1 | 114.9 | 4.26, d (7.03) | 73.8 | 2.54, dd (19.84, 4.88), Heq 2.69, dd (19.84, 11.63), Hax |
30.1 | |
| 2 | 7.39, s | 107.3 | 3.13, m | 76.3 | 3.59, m | 69.7 |
| 3 | 144.0 | 1.76, m | 33.5 | 69.1 | ||
| 4 | 148.4 | 2.19, dd (18.45, 11.46), Hax 2.92, dd (18.45, 5.40), Heq |
31.3 | 2.45, br d (13.30) | 33.0 | |
| 5 | 7.38, s | 96.6 | 187.2 | 155.1 | ||
| 6 | 149.7 | 148.8 | 140.8 | |||
| 7 | 146.9 | 157.9 | ||||
| 8 | 181.1 | 7.16, s | 104.0 | |||
| 9 | 7.65, s | 118.1 | 183.5 | |||
| 10 | 158.0 | 189.2 | ||||
| 11 | 111.0 | 110.8 | ||||
| 12 | 128.5 | 127.9 | ||||
| 13 | 148.6 | 142.8 | ||||
| 14 | 131.7 | 142.6 | ||||
| 1′ | 114.2 | |||||
| 2′ | 149.0 | |||||
| 3′ | 136.4 | |||||
| 4′ | 131.4 | |||||
| 5′ | 6.72, s | 106.0 | ||||
| 6′ | 150.0 | |||||
| 1″ | 129.0 | |||||
| 2″, 6″ | 7.42, d (8.53) | 130.8 | ||||
| 3″, 5″ | 6.85, d (8.53) | 115.5 | ||||
| 4″ | 157.2 | |||||
| CH3-3 | 1.08, d (6.53) | 18.5 | 1.21, s | 26.0 | ||
| OCH3-4 | 3.87, s | 56.4 | ||||
| OCH3-6 | 3.99, s | 61.4 | 3.79, s | 60.8 | ||
| OCH3-7 | 3.95, s | 61.7 | 3.92, s | 56.8 | ||
| OCH3-3′ | 3.77, s | 61.0 | ||||
| OCH3-6′ | 3.97, s | 56.3 | ||||
| OH-1 | 5.82, d (6.27) | |||||
| OH-2 | 5.06, d (5.02) | 4.73, br s | ||||
| OH-3 | 9.06, brs | 5.03, br s | ||||
| OH-5 | 12.09, s | |||||
| OH-10 | 12.18, s | |||||
| OH-4″ | 9.55, brs | |||||