Table 1.
1H and 13C NMR spectroscopic data for compounds 2 and 3.
| Carbons |
δH |
δC |
||
|---|---|---|---|---|
| 2a | 3b | 2c | 3d | |
| 1 | – | – | 133.8 (C) | 133.9 (C) |
| 2, 6 | 7.04 (2H, d, J = 8.5 Hz) | 7.04 (2H, d, J = 8.6 Hz) | 130.3 (CH) | 130.3 (CH) |
| 3, 5 | 6.69 (2H, d, J = 8.5 Hz) | 6.69 (2H, d, J = 8.6 Hz) | 116.1 (CH) | 116.1 (CH) |
| 4 | – | – | 156.5 (C-OH) | 156.5 (C-OH) |
| 7 | 2.86 (2H, m) | 2.85 (2H, m) | 31.2 (CH2) | 31.2 (CH2) |
| 8 | 3.30 (2H, m) | 3.30 (2H, m) | 47.6 (CH2) | 47.5 (CH2) |
| 9 | – | – | 207.0 (C = O) | 207.0 (C = O) |
| 1′ | – | – | 106.8 (C) | 107.0 (C) |
| 2′, 6′ | – | – | 165.4 (C-OH) | 165.4 (C-OH) |
| 3′, 5′ | 6.09 (2H, s) | 6.08 (2H, s) | 96.4 (CH) | 96.4 (CH) |
| 4′ | – | – | 165.0 (C) | 164.9 (C) |
| 1′′ | 4.93 (1H, d, J = 7.4 Hz) | 4.98 (1H, d, J = 7.5 Hz) | 101.1 (CH) | 101.1 (CH) |
| 2′′ | 3.43 (1H, m) | 3.47 (1H, m) | 74.6 (CH) | 74.6 (CH) |
| 3′′ | 3.39 (1H, m) | 3.50 (1H, m) | 77.9 (CH) | 77.7 (CH) |
| 4′′ | 3.45 (1H, m) | 3.53 (1H, m) | 71.1 (CH) | 71.1 (CH) |
| 5′′ | 3.45 (1H, m) | 3.74 (1H, ddd, J = 9.3, 4.8, 2.2 Hz) | 78.3 (CH) | 75.7 (CH) |
| 6′′ | 3.90 (1H, dd, J = 12.1, 2.1 Hz) 3.71 (1H, dd, J = 12.1, 5.5 Hz) |
4.55 (1H, dd, J = 12.1, 2.2 Hz) 4.46 (1H, dd, J = 12.1, 4.8 Hz) |
62.3 (CH2) | 64.3 (CH2) |
| 1′′′ | – | – | – | 121.2 (C) |
| 2′′′, 6′′′ | – | 7.08 (2H, s) | – | 110.2 (CH) |
| 3′′′, 5′′′ | – | – | – | 146.5 (C-OH) |
| 4′′′ | – | – | – | 139.8 (C-OH) |
| 7′′′ | – | – | – | 168.3 (C = O) |
a
1H NMR spectrum (600 MHz, methanol‑d4).
b
1H NMR spectrum (400 MHz, methanol‑d4).
c
13C NMR spectrum (150 MHz, methanol‑d4).
d
13C NMR spectrum (100 MHz, methanol‑d4).