Table 2.
1H (400 MHz) NMR Spectroscopic Data for Compounds 5-7 (δ in ppm, J in Hz)a
| 5b |
6b |
7c |
|
|---|---|---|---|
| position | δH (J in Hz) | δH (J in Hz) | δH (J in Hz) |
| 1 | 1.81-1.88, md | 1.82, br d (8.6)d | 1.75, dddd (3.3, 3.3, 10.3, 10.3) |
| 1.65, ddd/dt-like (6.6, 11.7, 11.7) | 1.67, ddd (3.5, 9.5, 12.8) | 1.60-1.67, md | |
| 2 | 2.10, ddd (6.2, 12.0, 12.8) | 2.03-2.08, md | 1.95-2.01, md |
| 1.81-1.88, md | 1.82, br d (8.6)d | ||
| 5 | 2.32, dd (1.3, 5.4) | 2.03-2.04, md | 1.98-2.01, md |
| 6 | 4.79, ddd/br t-like (0.8, 5.3, 5.4) | 4.71-4.77, md | 4.67, ddd/br t-like (0.9, 5.0, 5.2) |
| 7 | 2.54, ddd (1.1, 5.2, 16.1) | 2.56-2.64, md | 2.20-2.25, m |
| 1.94, ddd (4.1, 12.9, 16.2) | 1.23-1.29, m | ||
| 8 | 3.26, ddd/dt-like (4.8, 4.8, 12.8)d | - | 2.73-2.80, m |
| 9 | 2.20, ddd/dt-like (4.2, 4.2, 13.9) | 2.04-2.08, md | 1.57-1.62, md |
| 11 | 2.59, dd (13.9, 17.0) | 2.81, dd (4.8, 16.9) | 1.82-1.83, m |
| 2.40, dd (4.1, 17.0) | 2.52-2.62, md | 1.32-1.40, md | |
| 12 | 2.89, ddd (1.5, 4.6, 14.4) | ||
| - | - | 2.27-2.35, m | |
| 14 | - | - | 4.88, dd (1.0, 6.3) |
| 15 | 6.65, d (2.0) | 6.66, d (2.0) | 5.81, s |
| 16 | 7.53, d (2.0) | 7.63, d (2.0) | - |
| 18 | 1.36, s | 1.29, s | 1.33, s |
| 20 | 4.39, dd (3.4, 9.6) | 4.71-4.77, md | 4.42, dd (3.6, 9.6) |
| 3.65, dd (1.7, 9.5) | 3.67, dd (1.9, 10.1) | 3.65, dd (1.6, 9.5) |
For CH2, the deshielded signal was assigned as Ha, and the shielded signal as Hb.
Data measured in methanol-d4.
Data measured in CDCl3.
Signal was partially obscured.