Table 2.
1H and 13C NMR spectroscopic data of the sugar moieties for compounds 1–5 (C5D5N, 400, 100 MHz).
| Position | 1 |
2 |
3 |
4 |
5 |
|||||
|---|---|---|---|---|---|---|---|---|---|---|
| δH (J in Hz) | δC type | δH (J in Hz) | δC type | δH (J in Hz) | δC type | δH (J in Hz) | δC type | δH (J in Hz) | δC type | |
| G | G | G | G | G | ||||||
| 1 | 5.00, d (7.2) | 105.5 d | 4.92, d (7.2) | 105.2 d | 5.01, d (7.2) | 105.3 d | 4.86, d (7.2) | 104.8 d | 4.88, d (7.6) | 105.4 d |
| 2 | 4.44, m | 79.9 d | 4.48, m | 78.5 d | 4.53, m | 79.8 d | 4.35, m | 81.6 d | 4.41, m | 78.6 d |
| 3 | 4.57, m | 78.4 d | 4.58, m | 77.6 d | 4.57, m | 78.5 d | 4.20, m | 76.8 d | 4.57, m | 77.6 d |
| 4 | 4.09, m | 72.5 d | 4.16, m | 82.1 d | 4.11, m | 72.2 d | 4.24, m | 80.6 d | 4.18, m | 82.3 d |
| 5 | 3.90, m | 78.0 d | 3.79, m | 76.5 d | 4.08, m | 78.3 d | 3.92, m | 77.2 d | 3.81, m | 76.5 d |
| 6 | 4.35, 4.50, m
G′ |
63.3 t | 4.34, 4.57, m
G′ |
62.2 t | 4.26, 4.51, m
G′ |
62.8 t | 4.39, m, 4.50, m
G′ |
62.0 t | 4.33, 4.55, m
G′ |
62.3 t |
| 1 | 5.83, d (7.6) | 102.50 d | 5.78, d (7.6) | 101.8 d | 5.89, d (7.6) | 102.6 d | 5.61, d (7.6) | 105.3 d | 5.74, d (7.2) | 101.9 d |
| 2 | 4.29, m | 79.1 d | 4.32, m | 78.9 d | 4.34, m | 79.2 d | 4.12, m | 75.5 d | 4.28, m | 79.0 d |
| 3 | 4.21, m | 79.6 d | 4.22, m | 75.6 d | 4.24, m | 79.9 d | 4.63, m | 77.5 d | 4.22, m | 75.6 d |
| 4 | 4.07, m | 73.4 d | 4.07, m | 73.4 d | 4.09, m | 73.4 d | 4.27, m | 72.5 d | 4.04, m | 73.5 d |
| 5 | 3.87, m | 77.5 d | 4.11, m | 77.6 d | 3.90, m | 77.5 d | 3.93, m | 77.7 d | 4.12, m | 77.6 d |
| 6 | 4.32, 4.48, m
R |
64.1 t | 4.31, 4.50, m
G″ |
64.0 t | 4.34, 4.57, m
R |
64.0 t | 4.37, dd (11.2, 4.0) 4.53, m G″ |
63.5 t | 4.27, 4.48, m
G″ |
64.0 t |
| 1 | 6.39, br s | 102.52 d | 5.18, d (7.2) | 106.0 d | 6.40, br s | 102.7 d | 5.07, d (7.6) | 106.2 d | 5.11, d, (7.6) | 105.9 d |
| 2 | 4.73, br s | 72. 9 d | 4. 46, m | 73.0 d | 4.77, br s | 72. 9 d | 4.50, m | 72.9 d | 4.47, m | 73.0 d |
| 3 | 4.73, m | 73.2 d | 4.21, m | 79.9 d | 4.69, m | 73.2 d | 4.27, m | 78.8 d | 4.21, m | 79.9 d |
| 4 | 4.36, m | 74.8 d | 4.53, m | 70.5 d | 4.33, m | 74.8 d | 4.52, m | 70.5 d | 4.53, m | 70.5 d |
| 5 | 5.06, m | 70.0 d | 3.85, m | 78.1 d | 5.05, m | 70.0 d | 3.97, m | 78.6 d | 3.85, m | 78.1 d |
| 6 | 1.84, d (6.0) | 19.5 q | 4.42, 4.57, m
R |
62.4 t | 1.82, d (5.6) | 19.4 q | 4.38, m
4.57, br d (11.2) |
62.4 t | 4.34, 4.55, m
R |
62.6 t |
| 1 | 6.44, br s | 102.5 d | 6.40, br s | 102.5 d | ||||||
| 2 | 4.82, br s | 73.3 d | 4.79, br s | 73.3 d | ||||||
| 3 | 4.77, m | 73.2 d | 4.76, m | 73.2 d | ||||||
| 4 | 4.42, m | 74.8 d | 4.37, m | 74.9 d | ||||||
| 5 | 5.08, m | 70.1 d | 5.06, m | 70.0 d | ||||||
| 6 | 1.88, d (5.6) | 19.7 q | 1.82, d (6.0) | 19.6 q | ||||||