Table 3.
Four hundred megahertz 1H NMR and 100 MHz 13C NMR data of 3 in CD3OD a.
| Position | δC b | δH (J in Hz) b | COSY c | HMBC d |
|---|---|---|---|---|
| 2 | 181.1 s | - | - | - |
| 3 | 30.2 t | 2.28–2.22 (2H, m, H-3) | H-4 | C-2, C-4, C-5 |
| 4 | 25.9 t | 2.48–2.34 (1H, m, Ha-4) | H-5 | C-2, C-3, C-5, C-6 |
| 2.05–1.94 (1H, m, Hb-4) | H-5 | |||
| 5 | 57.1 d | 4.23 (1H, dd, J = 9.1, 4.2 Hz, H-5) | H2-4 | C-2, C-3, C-4, C-6 |
| 6 | 173.9 s | - | - | - |
| 7 | 66.9 t | 4.41 (1H, dd, J = 10.8, 6.8 Hz, Ha-7) | H-8 | C-6, C-8, C-1′ |
| 4.35 (1H, dd, J = 10.8, 6.8 Hz, Hb-7) | H-8 | |||
| 8 | 35.9 t | 2.97 (2H, t, J = 6.8 Hz, H2-8) | H2-7 | C-7, C-1′, C-2′,6′ |
| 1′ | 139.1 s | - | - | - |
| 2′,6′ | 129.5 d | 7.18–7.26 (2H, m, H-2′,6′) | H-3′,4′,5′ | C-8, C-4′ |
| 3′,5′ | 130.0 d | 7.20–7.32 (2H, m, H-3′,5′) | H-2′,4′,6′ | C-1′ |
| 4′ | 127.6 d | 7.20–7.32 (1H, m, H-4′) | H-2′,6′ | C-2′,6′ |
a Signal assignments were based on the results of 1H-1H COSY, HMQC and HMBC experiments; b Chemical shift values (δH and δC) were recorded using the solvent signals (CD3OD: δH 3.31/δC 49.0) as references, respectively; c The numbers in each line of this column indicate the protons that correlated with the proton in the corresponding line in 1H-1H COSY; d The numbers in each line of this column indicate the carbons that showed HMBC correlations with the proton in the corresponding line in the HMBC experiments optimized for the 8.3 Hz of the long-range JCH value.