Table 2.
1H NMR Data for Compounds 1–4 in Pyridine-d5 and 8 in CDCl3 (δ, ppm; J, Hz)a
| position | 1 | 2 | 3 | 4 | 8 |
|---|---|---|---|---|---|
| 1 | 4.28 | ||||
| 2a | 2.20 α | 2.81 dd (13.6, 4.4) α | 2.63 | 6.11 d (9.6) | 5.81 d (10.1) |
| 2b | 2.40 br d (14.1) β | 3.23 dd (13.8, 4.2) β | 3.22 dd (12.0, 2.8) | ||
| 3 | 3.83 br s | 4.03 | 4.06 | 6.59 d (9.6) | 6.54 d (9.7) |
| 5 | 2.34 br d (8.5) | 2.90 dd (13.4, 3.4) | 2.64 | 2.41 dd (11.6, 3.8) | 1.56 |
| 6a | 1.95 β | 1.66 β | 2.01 | 1.48 | 1.51 |
| 6b | 2.20 α | 2.17 α | 2.01 | 2.10 | 1.66 |
| 7 | 4.30 | 3.97 | 1.22, 1.43 | 4.00 | 3.90 ddd (5.5, 3.5, 2.0) |
| 8 | 2.64 br s | 2.43 d (4.0) | 2.06 | 2.42 d (4.4) | 2.12 |
| 10 | 2.23 dt, (12.8, 4.8) | ||||
| 11a | 5.41 d (2.3) | 1.99 #x003B2; | 2.25 dd (16.4, 7.6) | 5.53 br t (2.4) | |
| 11b | 2.37 dd (12.8, 2.8) α | 2.96 dt (15.2, 4.0) | |||
| 12a | 1.94 d (13.5) β | 1.54 | 2.72 d (16.4) | 1.60 | 1.94 d (4.8) |
| 12b | 2.12 d (17.0) α | 1.84 | 2.88 d (16.4) | 1.83 | 2.06 |
| 15 | 1.30, 1.36 | 1.55, 1.86 | 1.24, 1.27 | 1.53, 1.55 | 1.50, 1.60 |
| 16 | 1.36, 1.94 | 1.36 t (14.0), 1.84 | 1.22, 1.34 | 1.06, 1.89 | 1.35, 1.89 |
| 17 | 1.60 | 1.60 | 1.73 | 1.58 | 1.53 |
| 18 | 0.71 s | 0.99 s | 0.80 s | 0.98 s | 0.68 s |
| 19a | 2.69 d (16.1) β | 0.86 d (4.4) α | 1.32 | 1.16 d (3.6) | 2.58 dd (14.8, 4.8) |
| 19b | 2.89 d (16.1) α | 1.60 d (4.0) β | 2.26 d (3.6) | 1.67 d (4.0) | 2.67 dd (14.4, 3.2) |
| 20 | 1.43 | 1.46 | 1.34 | 1.45 | 1.37 |
| 21 | 0.95 d (6.2) | 0.95 d (6.0) | 0.87 d (6.1) | 0.94 d (6.0) | 0.87 d (6.0) |
| 22a | 1.14 pro-R | 1.12 | 1.14 | 1.11 | 1.72 |
| 22b | 2.20 pro-S | 2.17 | 2.13 | 2.16 | 2.02 |
| 23a | 1.48 | 1.46 | 1.44 | 1.33 | 0.96 |
| 23b | 1.87 | 1.83 | 1.84 | 1.94 | 1.78 |
| 24 | 3.86 br d (9.7) | 3.84 br d (9.2) | 3.84 br d (10.4) | 3.84 br d (9.6) | 3.24 dd (10.0, 1.6) |
| 26 | 1.57 s | 1.57 s | 1.57 s | 1.55 s | 1.12 s |
| 27 | 1.54 s | 1.54 s | 1.54 s | 1.53 s | 1.17 s |
| 28 | 1.17 s | 1.26 s | 1.23 s | 1.03 s | 1.11 s |
| 29 | 1.03 s | 1.04 s | 1.11 s | 0.91 s | 1.00 s |
| 30 | 0.75 s | 1.09 s | 1.12 s | 1.01 s | 0.83 s |
| 1′ | 5.25 d (7.9) | 5.24 d (7.6) | 5.26 d (8.0) | 5.24 d (8.0) | |
| 2′ | 4.05 t (7.1) | 4.04 t (7.4) | 4.03 | 4.03 | |
| 3′ | 4.27 | 4.28 | 4.27 | 4.26 | |
| 4′ | 4.26 | 4.22 | 4.25 | 4.22 | |
| 5′ | 3.99 | 4.03 | 4.01 | 3.98 | |
| 6′ a | 4.35 dd (11, 5.5) | 4.34 dd (11.6, 5.2) | 4.37 dd (11.5, 5.1) | 4.33 dd (11.6, 5.4) | |
| 6′ b | 4.54 br d (11) | 4.54 br d (10.8) | 4.57 br d (11.3) | 4.52 dd (12.0, 2.0) |
a
Data recorded at 600 MHz for 1, 400 MHz for 2–4 and 8. Assignments were based on 2D NMR including DQF-COSY, HMQC, HMBC, and ROESY. Well-resolved couplings are expressed with coupling patterns and coupling constants in Hz in parentheses. For overlapped signals, only chemical shift values are given.