Table 3.
1H-NMR data (J in Hz) for compounds 7–12 in pyridine-d5 (δ in ppm).
| Position | 7 | 8 | 9 | 10 | 11 | 12 |
|---|---|---|---|---|---|---|
| 1 | 0.95 m | 1.44 m | 0.70 m | 0.70 m | 0.76 m | 0.77 m |
| 1.67 m | 1.66 m | 1.34 m | 1.34 m | 1.52 m | 1.55 m | |
| 2 | 1.74 m | 2.34 m | 1.69 m | 1.69 m | 1.74 o | 1.76 m |
| 2.13 m | 2.39 m | 1.95 m | 1.95 m | 2.01 o | 2.01 m | |
| 3 | 4.10 m | - | 3.82 m | 3.82 m | 3.89 m | 3.90 m |
| 4 | 2.42 m | 5.85 s | 1.63 m | 1.63 m | 1.64 m | 1.65 m |
| 2.64 m | - | 1.91 m | 1.91 m | 1.90 m | 1.90 m | |
| 5 | - | - | 0.83 m | 0.83 m | 0.87 m | 0.87 m |
| 6 | 5.28 d (4.8) | 1.89 m | 1.11–1.14 o | 1.12–1.15 o | 1.14 m | 1.11–1.14 o |
| 2.37 m | 1.11–1.14 o | 1.12–1.15 o | 1.17 m | 1.11–1.14 o | ||
| 7 | 1.48 m | 0.88 m | 0.73 m | 0.73 m | 0.78 m | 0.76 m |
| 1.84 m | 1.68 m | 1.56 m | 1.56 m | 1.47 d (10.2) | 1.47 br d (9.6) | |
| 8 | 1.48 m | 2.14 brd (13.8) | 1.74 m | 1.74 m | 1.36 m | 1.36 m |
| 9 | 0.87 m | 1.19 m | 1.35 m | 1.35 m | 0.49 m | 0.47 m |
| 10 | - | - | - | - | - | - |
| 11 | 1.40 0 | 2.26 o | 2.24 dd (4.8, 13.8) | 2.24 dd (4.8, 13.8) | 1.24 o | 1.17 m |
| 1.42 m | 2.50 t (13.8) | 2.40 t (13.8) | 2.40 t (13.8) | 1.38 o | 1.36 m | |
| 12 | 1.13 m | - | - | - | 1.02 m | 0.99 m |
| 1.74 m | - | 2.13 br s | 1.57 m | |||
| 13 | - | - | - | - | - | - |
| 14 | 0.84 m | 1.21 m | 0.89 m | 0.89 m | 0.74 m | 0.99 m |
| 15 | 1.45 m | 1.67 m | 1.57 m | 1.57 m | 1.32 m | 1.33 m |
| 2.14 m | 2.18 m | 2.05 m | 2.05 m | 2.41 m | 1.97 m | |
| 16 | 4.78 m | 4.73 m | 4.85 m | 4.85 m | 5.63 m | 4.51 m |
| 17 | 2.42 d (10.2) | 3.41 d (10.2) | 2.88 dd (6.6, 8.4) | 2.88 dd (6.6, 8.4) | 2.45 d (7.8) | 1.73 m |
| 18 | 0.71 s | 0.99 s | 1.11 S | 1.10 S | 1.17 s | 0.72 S |
| 19 | 0.90 s | 1.08 s | 0.84 S | 0.84 S | 0.83 s | 0.83 S |
| 20 | - | - | 2.19 m | 2.19 m | - | 1.91 o |
| 21 | 1.63 s | 1.75 s | 1.54 d (6.6) | 1.52 d (6.6) | 2.10 s | 1.05 d (6.6) |
| 22 | - | - | - | - | - | - |
| 23 | 2.24 m | 2.24 m | 2.01 m | 1.95 m | 1.23 o | 1.95 o |
| 2.26 m | 2.04 m | 2.05 m | 2.36 o | 2.66 dd (4.2,12.6) | ||
| 24 | 1.47 m | 1.44 m | 1.65 m | 1.66 m | 1.54 m | 4.02 m |
| 1.82 m | 1.83 m | 2.02 m | 2.03 m | 1.94 m | - | |
| 25 | 1.93 m | 1.95 m | 1.61 m | 1.61 m | 1.86 m | 1.90 m |
| 26 | 3.61 dd (6.0, 9.0) | 3.62 dd (6.0, 9.6) | 3.60 dd (6.0,9.6) | 3.48 o | 3.49 o | 3.56 t (11.4) |
| 3.93 m | 3.95 m | 3.95 m | 4.06 m | 3.88 o | 3.63 br d (11.4) | |
| 27 | 1.04 d (7.8) | 1.02 d (6.6) | 0.95 d (6.6) | 1.01 d (6.6) | 0.91 d (7.2) | 1.13 d (6.0) |
| Gal | Glc | Gal | Gal | Gal | Gal | |
| 1′ | 4.88 d (7.8) | 4.81 d (7.8) | 4.82 d (7.8) | 4.82 d (7.8) | 4.83 d (7.8) | 4.84 d (7.8) |
| 2′ | 4.41 o | 4.01 t (8.4) | 4.45 o | 4.45 o | 4.45 o | 4.46 o |
| 3′ | 4.12 o | 4.22 o | 4.13 o | 4.13 o | 4.13 o | 4.13 o |
| 4′ | 4.59 o | 4.21 o | 4.48 o | 4.48 o | 4.48 o | 4.48 o |
| 5′ | 4.02 m | 3.93 m | 4.10 o | 4.10 o | 4.10 o | 4.11 o |
| 6′ | 4.21 m | 4.37 dd (5.4, 12.0) | 4.19 m | 4.19 m | 4.19 m | 4.18 m |
| 4.69 t (10.2) | 4.53 m | 4.68 br s | 4.68 br s | 4.68 br d (11.4) | 4.69 dd (9.6, 15.6) | |
| Glc | Rha | Rha | Rha | Rha | ||
| 1′′ | 5.19 d (7.8) | 6.18 s | 6.18 s | 6.18 s | 6.18 s | |
| 2′′ | 4.42 dd (7.8, 16.8) | 4.75 br s | 4.75 br s | 4.75 br s | 4.75 br s | |
| 3′′ | 4.16 t (9.0) | 4.53 o | 4.53 o | 4.53 o | 4.53 o | |
| 4′′ | 3.82 t (10.2) | 4.22 o | 4.22 o | 4.22 o | 4.23 o | |
| 5′′ | 3.88 m | 4.89 m | 4.89 m | 4.89 m | 4.92 m | |
| 6′′ | 4.03 o | 1.70 d (6.0) | 1.70 d (6.0) | 1.70 d (6.0) | 1.70 d (6.0) | |
| 4.52 o | ||||||
| Glc | Glc | Glc | Glc | Glc | ||
| 1′′′ | 5.56 d (7.8) | 4.97 d (7.8) | 4.97 d (7.8) | 4.97 d (7.8) | 4.97 d (7.8) | |
| 2′′′ | 4.06 o | 4.26 t (8.4) | 4.26 t (8.4) | 4.26 t (8.4) | 4.26 o | |
| 3′′′ | 4.06 o | 4.06 o | 4.06 o | 4.06 o | 4.06 o | |
| 4′′′ | 4.22 o | 3.81 o | 3.81 o | 3.81 o | 3.81 o | |
| 5′′′ | 3.89 m | 3.82 m | 3.82 m | 3.82 m | 3.82 m | |
| 6′′′ | 4.36 o | 4.01 br d (10.8) | 4.01 br d (10.8) | 4.01 br d (10.8) | 4.01 o | |
| 4.57 o | 4.51 o | 4.51 o | 4.51 o | 4.51 o | ||
| Xyl | Xyl | Xyl | Xyl | Xyl | ||
| 1′′′′ | 5.23 d (7.8) | 5.23 d (7.8) | 5.23 d (7.8) | 5.23 d (7.8) | 5.23 d (7.8) | |
| 2′′′′ | 3.95 o | 3.94 o | 3.94 o | 3.95 o | 3.94 o | |
| 3′′′′ | 4.08 o | 4.08 o | 4.08 o | 4.08 o | 4.08 o | |
| 4′′′′ | 4.10 m | 4.11 m | 4.11 m | 4.11 m | 4.11 m | |
| 5′′′′ | 3.66 t (10.8) | 3.65 t (10.8) | 3.65 t (10.8) | 3.65 t (10.8) | 3.65 t (10.8) | |
| 4.22 o | 4.20 o | 4.20 o | 4.20 o | 4.20 o | ||
| Glc | Xyl | Xyl | Xyl | Xyl | ||
| 1′′′′′ | 4.83 d (7.8) | 5.42 d (7.8) | 5.42 d (7.8) | 5.42 d (7.8) | 5.42 d (7.8) | |
| 2′′′′′ | 4.02 o | 3.96 o | 3.96 o | 3.96 m | 3.96 o | |
| 3′′′′′ | 4.23 o | 4.07 o | 4.07 o | 4.07 o | 4.07 o | |
| 4′′′′′ | 4.23 o | 4.49 m | 4.49 m | 4.49 m | 4.49 m | |
| 5′′′′′ | 3.91 m | 3.47 t (10.8) | 3.47 t (10.8) | 3.46 o | 3.47 t (10.8) | |
| 6′′′′′ | 4.38 o | 4.75 d (10.8) | 4.75 d (10.8) | 4.76 o | 4.75 d (10.8) | |
| Glc | Glc | Glc | Glc | |||
| 1′′′′′′ | 4.81 d (7.8) | 4.81 d (7.8) | 4.81 d (7.8) | 4.92 d (7.8) | ||
| 2′′′′′′ | 4.01 t (8.4) | 4.01 t (8.4) | 4.01 t (8.4) | 4.04 o | ||
| 3′′′′′′ | 4.22 o | 4.22 o | 4.22 o | 4.19 o | ||
| 4′′′′′′ | 4.21 o | 4.21 o | 4.21 o | 4.24 o | ||
| 5′′′′′′ | 3.93 m | 3.93 m | 3.93 m | 3.85 m | ||
| 6′′′′′′ | 4.37 dd (5.4, 12.0) | 4.37 dd (5.4, 12.0) | 4.37 dd (5.4, 12.0) | 4.37 br d (7.2) | ||
| 4.53 m | 4.53 m | 4.53 m | 4.47 o |
o: overlapped with other signals; m: multiplet signals.