Table 1.
1H and 13C NMR spectroscopic data in C5D5N for compounds 1 and 2.
| Position | 1 | 2 | ||
|---|---|---|---|---|
|
|
|
|||
| δC | δHa (HMQC) | δC | δHa (HMQC) | |
| 1 | 37.5 | 1.76, 0.91 m | 37.2 | 1.45 m, 0.80 td (13.0, 4.3) |
| 2 | 30.2 | 2.03 m, 1.73 | 30.1 | 2.02 m, 1.63 |
| 3 | 78.2 | 3.90 m | 78.0 | 3.88 m |
| 4 | 39.3 | 2.68 dd (13.0, 3.0), 2.40 t (13.0) | 39.1 | 2.66 dd (12.8, 5.4), 2.37 |
| 5 | 140.9 | 140.8 | ||
| 6 | 122.0 | 5.25 br. d (4.7) | 121.9 | 5.19 br. d (4.0) |
| 7 | 31.8 | 1.74, 1.39 | 31.7 | 1.67, 1.26 |
| 8 | 30.6 | 1.28 m | 32.1 | 1.54 m |
| 9 | 49.9 | 0.99 td (12.2, 6.1) | 54.7 | 1.26 td (12.0, 4.8) |
| 10 | 37.0 | 38.0 | ||
| 11 | 31.0 | 1.85, 1.73 | 38.3 | 2.65 t (12.2), 2.16 dd (12.2, 5.4) |
| 12 | 78.2 | 3.68 dt (9.3, 4.5) | 214.6 | |
| 13 | 48.9 | 57.4 | ||
| 14 | 53.9 | 0.79 td (12.2, 6.0) | 57.3 | 1.11 td (12.0, 7.7) |
| 15 | 36.0 | 2.36 dt (13.7, 7.2), 1.92 td (13.7, 4.0) | 37.2 | 2.37, 1.91 td (13.0, 3.6) |
| 16 | 84.8 | 4.46 br. td 7.5, 4.0) | 81.8 | 4.48 br. td (6.5, 3.4) |
| 17 | 63.0 | 1.80 dd (12.9, 11.1) | 49.4 | 2.97 dd (11.0, 7.7) |
| 18 | 11.0 | 1.32 s | 13.5 | 1.26 s |
| 19 | 19.4 | 0.86 s | 19.1 | 0.92 s |
| 20 | 38.1 | 2.81 m | 35.4 | 2.45 m |
| 21 | 13.8 | 1.63 d (7.2) | 13.2 | 1.20 d (6.9) |
| 22 | 76.1 | 4.37 | 73.3 | 4.29 |
| 23 | 35.2 | 1.83, 1.72 | 34.0 | 1.82 |
| 24 | 36.5 | 1.67, 1.47 | 36.9 | 1.91, 1.61 |
| 25 | 28.6 | 1.54 m | 29.0 | 1.57 m |
| 26 | 23.0 | 0.85 d (6.6) | 23.2 | 0.88 d (6.1) |
| 27 | 23.0 | 0.85 d (6.6) | 23.3 | 0.88 d (6.1) |
| 3-Glc | ||||
| 1′ | 102.5 | 4.99 d (7.7) | 102.6 | 4.96 d (7.2) |
| 2′ | 75.3b | 4.01 t like (8.9) | 75.3b | 3.99 t like (9.0) |
| 3′ | 78.9c | 4.18 t (9.0) | 78.7c | 4.13 t (9.0) |
| 4′ | 71.7d | 4.19 t (9.0) | 71.7d | 4.18 t (9.0) |
| 5′ | 78.4 | 3.90 | 78.2e | 3.83 |
| 6′ | 62.8e | 4.36, 4.52 | 62.9 | 4.34, 4.48 |
| 16-Glc | ||||
| 1″ | 107.2 | 4.82 d (7.8) | 107.0 | 4.71 d (7.5) |
| 2″ | 75.5b | 4.01 t like (8.9) | 75.5b | 3.99 t like (9.0.) |
| 3″ | 78.5c | 4.27 t (8.9) | 78.6c | 4.27 t (9.0) |
| 4″ | 71.7d | 4.19 t (8.9) | 71.8d | 4.22 t (9.0) |
| 5″ | 78.4 | 3.88 | 78.4e | 3.90 |
| 6″ | 62.9e | 4.36, 4.52 | 62.9 | 4.34, 4.50 |
multiplicity is not clear for some resonances due to overlapping, chemical shifts are in ppm, J in parenthesis are in hertz.
Interchangeable within the column.