Table 1.
1H NMR Data of Compounds 1 and 2c
| no. | 1a | 1b | 2b |
|---|---|---|---|
| 1 | 3.03 m | 2.24 m | 2.47 m |
| 2.85 td (13.8, 2.5) | 2.19 m | 2.24 m | |
| 2 | 2.45 m | 1.94 m | 1.92 m |
| 2.25 m | 1.82 m | 1.85 m | |
| 3 | 4.48 m | 4.15 m | 4.19 br s |
| 4 | 2.21 m | 2.10 dd (15.4, 3.0), 1.64 m | 2.09 m |
| 1.84 m | 1.72 m | ||
| 6 | 2.34 m | 1.87 m | 1.89 m |
| 1.67 br d | 1.47 m | 1.68 m | |
| 7 | 2.44 m | 1.99 m | 2.06 m |
| 1,49 m | 1.25 m | 1.28 m | |
| 8 | 2.40 m | 1.81 m | 2.00 m |
| 9 | 2.19 m | 1.78 m | 1.73 m |
| 11 | 4.52 m | 3.93 td (9.8, 4.2) | 3.94 dd (9.8, 4.7) |
| 12 | 1.97 m | 1.66 m | 1.67 m |
| 1.89 m | 1.54 dd (13.2, 9.8) | 1.49 dd (13.2, 10.8) | |
| 15 | 2.31 m | 2.17 m | 2.15 m |
| 1.97 m | 1.72 m | 1.68 m | |
| 16 | 2.09 m | 2.17 m | 2.14 m |
| 2.00 m | 1.91 m | 1.89 m | |
| 17 | 3.00 m | 2.93 t (7.2) | 2.94 t (7.2) |
| 18 | 1.13 s | 0.91 s | 0.90 s |
| 19 | 4.66 d (10.7) | 4.18 d (11.2) | 9.97 s |
| 4.38 m | 3.80 m | ||
| 21 | 5.28 br d (18.2) | 5.01 dd (18.4, 1.6), 4.92 dd (18.4, 1.6) | 5.00 br d (18.4) |
| 4.92 br d (18.4) | |||
| 5.03 m | |||
| 22 | 6.11 s | 5.91 s | 5.91 s |
| 1′ | 5.37 d (8.0) | 4.72 d (8.0) | 4.73 d (8.0) |
| 2′ | 3.90∼4.60d | 3.35 m | 3.35 m |
| 3′ | 3.90∼4.60d | 4.33 t (3.0) | 4.33 t (2.8) |
| 4′ | 3.90∼4.60d | 3.28 dd (9.6, 3.0) | 3.28 m |
| 5′ | 3.90∼4.60d | 3.85 m | 3.85 m |
| 6′ | 1.60 d (6.0) | 1.30 d (6.0) | 1.30 d (6.0) |
| 1″ | 5.49 d (7.7) | 4.73 d (7.6) | 4.73 d (8.0) |
| 2″ | 3.90∼4.60d | 3.33 m | 3.33 m |
| 3″ | 3.90∼4.60d | 4.05 t (2.9) | 4.05 t (2.8) |
| 4″ | 3.90∼4.60d | 3.53 dd (9.2, 2.9) | 3.52 dd (9.2, 2.9) |
| 5″ | 3.90∼4.60d | 3.67 m | 3.67 m |
| 6″ | 4.37 m | 3.84 m | 3.84 m |
| 4.30 m | 3.68 m | 3.69 m | |
| 5-OH | 5.88 s | ||
| 11-OH | 5.77 d (4.7) | ||
| 14-OH | 5.53 s |
a
in pyridine-d5.
b
in CD3OD.
c
δ (ppm) 500 MHz.
d
overlapped resonances not assigned.