Table 1. 1H-NMR data of compounds 1–9 (400MHz, J in Hz).
| Position | 1a | 2a | 3b | 4a | 5a | 6b | 7a | 8a | 9a |
|---|---|---|---|---|---|---|---|---|---|
| 3 | 3.81 dd (9.0, 4.6) | 3.78 dd (8.9, 5.2) | 4.13 dt (11.0, 5.4) | 4.41 dd (8.9, 3.7) | 3.83 dd (8.0, 6.4) | 3.32 m | 3.79 m | 3.80 m | 3.53 dd (9.8, 5.5) |
| 4 | 2.50 m | 2.75 m | 2.52 m | 2.10 m | 2.63 br s | 2.48 m | 2.70 m | 2.75 br d (6.4) | 3.18 m |
| 5 | 2.02 m | 1.98 m | 1.56 m | 1.73 m | 2.24 m | 2.15 m | 1.68 m | ||
| 6 | 1.58 dd (8.9, 6.9) | ||||||||
| 7 | 3.16 d (11.7) | 4.74 d (11.7) | 2.89 d (4.9) | 3.53 d (12.5) | 3.07 dd (10.9, 8.9) | 5.43 br s | 3.31 overlapped | 2.90 d (5.9) | 4.03 br d (9.7) |
| 8 | 2.63 dd (11.7, 10.3) | 2.85 m | 2.49 m | 2.67 m | 2.82 m | 3.73 m | 2.71 m | 2.32 dd (10.5, 6.0) | 2.29 dd (10.9, 9.7) |
| 10 | 2.98 dd (14.6, 4.8) | 2.91 dd (14.7, 5.7) | 2.31 dd (12.4, 5.4) | 3.13 dd (14.9, 3.4) | 2.94 m | 2.77 dd (14.4, 5.1) | 2.87 dd (14.6, 5.2) | 2.85 dd (14.4, 4.4) | 2.88 dd (14.0, 5.5) |
| 2.80 dd (14.6, 4.7) | 2.83 dd (14.7, 5.1) | 1.44 dd (12.4, 11.0) | 2.85 dd (14.9, 3.3) | 2.84 m | 2.68 dd (14.4, 4.9) | 2.73 dd (14.6, 4.0) | 2.59 dd (14.4, 7.7) | 2.45 dd (14.0, 9.8) | |
| 11 | 1.02 d (6.6) | 1.02 d (7.3) | 1.07 d (7.3) | 1.21 d (7.1) | 1.01 s | 0.96 d (7.2) | 1.00 d (7.2) | 0.79 d (7.3) | 1.16 s |
| 12 | 1.22 s | 1.15 s | 1.30 s | 1.15 s | 1.08 d (7.4) | 3.89 br s | 1.18 s | 1.20 s | 1.61 s |
| 13 | 5.94 dd (14.5, 10.8) | 5.98 dd (14.1, 10.2) | 6.03 dd (14.6, 10.7) | 5.58 dd (14.5, 10.6) | 6.35 dd (15.0, 10.5) | 6.25 dd (15.6, 10.5) | 5.93 dd (15.3, 9.9) | 6.37 dd (15.4, 1.5) | 6.37 dd (14.3, 10.9) |
| 14 | 2.12 ddd (14.5, 10.9, 2.5) | 5.16 ddd (14.1, 11.0, 2.5) | 5.25 ddd (14.6, 10.1, 2.6) | 4.94 ddd (14.5, 11.0, 2.1) | 5.20 ddd (15.0, 10.9, 2.4) | 5.06 ddd (15.6, 10.9, 2.6) | 5.11 ddd (15.3, 11.6, 3.8) | 5.27 ddd (15.4, 11.4, 2.4) | 5.33 ddd (14.3, 12.1. 2.3) |
| 15 | 2.40 m | 2.34 m | 2.44 m | 2.35 m | 2.49 br d (14.8) | 2.31 m | 2.24 br d (12.5) | 2.62 dd (14.0, 5.4) | 2.68 m |
| 1.97 m | 1.98 m | 1.96 m | 1.84 m | 2.12 dt (14.8, 11.0) | 1.92 m | 1.85 dt (12.5, 11.7) | 1.83 m | 1.91 m | |
| 16 | 2.74 m | 2.75 m | 2.77 m | 2.72 m | 2.82 m | 2.66 m | 1.44 m | 2.38 m | 2.47 m |
| 17 | 6.19 d (9.1) | 6.21 d (8.7) | 6.29 d (8.7) | 5.98 d (10.2) | 6.31 d (9.2) | 6.15 d (9.2) | 2.19 d (6.6) | 2.87 br s | 3.15 m |
| 19 | 5.91 s | 6.02 s | |||||||
| 20 | 4.66 dd (6.2, 4.7) | 4.71 t (5.5) | 4.79 t (5.8) | 4.80 dd (11.7, 5.4) | 4.48 dd (11.2, 6.7) | ||||
| 21 | 1.60 m | 1.68 m | 1.57 m | 2.24 m | 1.83 m | 1.47 m | 2.02 m | 2.53 dd (7.3, 5.6) | 2.56 m |
| 1.36 m | 1.46 m | 1.42 m | 1.62 m | 1.70 m | 1.27 m | ||||
| 22 | 2.50 m | 2.64 m | 2.63 m | 2.49 m | 3.05 m | 2.52 m | 2.70 m | 3.09 dd (14.8, 5.6) | 3.69 dd (16.3, 6.2) |
| 1.82 m | 2.12 m | 2.50 m | 0.89 m | 2.88 m | 1.75 m | 0.84 m | 1.86 dd (14.8, 7.3) | 2.65 dd (16.3, 4.9) | |
| 2′ | 7.03 br s | 7.06 br s | 4.99 d (3.5) | 7.11 s | 7.10 br s | 7.09 d (1.9) | 6.95 s | 6.96 s | 7.00 br s |
| 4′ | 7.51 d (7.8) | 7.52 d (7.8) | 7.13 d (7.2) | 7.58 d (7.7) | 7.51 d (7.7) | 7.49 d (7.8) | 7.48 d (7.7) | 7.48 d (7.8) | 7.51 d (7.8) |
| 5′ | 7.02 t (7.4) | 7.02 t (7.4) | 6.64 t (7.4) | 7.06 t (7.9) | 7.02 t (7.6) | 6.96 t (7.0) | 7.01 t (7.2) | 7.01 dd (7.8, 7.2) | 7.01 t (7.3) |
| 6′ | 7.09 t (7.2) | 7.09 t (7.2) | 7.04 t (7.6) | 7.12 t (7.3) | 7.07 t (7.7) | 7.03 t (7.1) | 6.97 t (7.6) | 7.06 dd (7.9, 7.2) | 7.09 t (7.5) |
| 7′ | 7.33 d (8.0) | 7.33 d (8.1) | 6.55 d (7.9) | 7.35 d (8.0) | 7.33 d (7.1) | 7.30 d (8.0) | 7.26 d (8.0) | 7.28 d (7.9) | 7.33 d (8.1) |
| 16-Me | 1.00 d (6.5) | 1.01 d (6.7) | 1.00 d (6.7) | 0.98 d (6.6) | 1.06 d (7.3) | 0.97 d (6.6) | 0.97 d (7.1) | 0.67 d (6.8) | 0.78 d (6.8) |
| 18-Me | 1.76 s | 1.77 s | 1.71 s | 1.78 s | 1.83 br s | 1.68 s | 2.66 s | 2.09 s | 2.16 s |
| C-2′′ | 1.98s |
ain CD3OD.
bin DMSO–d6.