Table 1.
NMR spectroscopic data assignments (400 MHz) for compounds 1–6 (δ in ppm, m, J in Hz) in CDCl3.
| N° | 1 | 2 | 3 | 4 | 5 | 6 |
|---|---|---|---|---|---|---|
| δH (J in Hz) | δH (J in Hz) | δH (J in Hz) | δH (J in Hz) | δH (J in Hz) | δH (J in Hz) | |
| 1 | 3.47 br d (10.7) | 3.28 br d (15.5) | 3.22 br d (14.3) | 3.22 br d (13.4) | 3.34 br d (13.4) | 3.42 br d (13.0) |
| 1.16 * | 2.28 ddd (4.2, 14.3, 14.3) | 2.06 dd (5.2, 14.1) | 1.64 ddd (5.8, 11.0, 13.4) | 1.47 ddd (5.4, 13.4, 13.4) | 1.46 ddd (5.4, 13.4, 13.4) | |
| 2 | 2.42 m | 1.81 m | 1.53 ddddd (3.7, 14.0, 14.0, 14.0, 14.0) | 1.40 ddd (4.7, 13.3, 13.3) | 1.74 * | 1.73 * |
| 1.48 br d (15.2) | 1.62 m | 1.69 * | ||||
| 3 | 1.66 br d (13.7) | 4.66 dd (3.7, 12.1) | 1.83 br d (14.0) | 3.28 d (4.6) | 2.3 br d (13.5) | 2.3 br d (12.5) |
| 1.19 * | 1.23 d (6.8) | 1.64 br d (5.5) | 1.23 * | 1.21 * | ||
| 5 | 1.58 d (12.0) | 2.42 s | 2.38 s | 1.91 * | 1.61 br d (12.4) | 1.57 br d (13.4) |
| 6 | 1.47 br d (14.3) | 4.74 d (3.2) | 4.26 d (3.2) | 1.37 d (4.7) | 2.11 br d (13.5) | 2.11 br d (12.5) |
| 1.93 br d (16.7) | 1.92 d (2.2) | 1.31 ddd (5.4, 12.4, 12.4) | 1.43 ddd (5.4, 12.4, 12.4) | |||
| 7 | 2.75 br d (5.3) | 4.29 d (3.2) | 4.9 d (3.2) | 4.6 d (3.3) | 2.77 m | 2.8 m |
| 14 | 6.46 s | 6.79 s | 6.82 s | 6.54 s | 6.55 s | 6.56 s |
| 15 | 3.17 sept (6.8) | 3.04 sept (6.5) | 3.06 sept (7.0) | 3.23 sept (7.0) | 3.24 sept (7.0) | 3.28 sept (7.0) |
| 16 | 1.19 d (6.8) | 1.24 d (6.5) | 1.23 d (7.0) | 1.22 (7.0) | 1.23 d (7.0) | 1.2 d (7.0) |
| 17 | 1.17 d (6.8) | 1.24 d (6.5) | 1.23 d (7.0) | 1.22 (7.0) | 1.23 d (7.0) | 1.19 d (7.0) |
| 18 | 1.06 s | 1.01 s | 1.05 s | 1.19 s | 1.15 s | 1.13 s |
| 19 | 3.97 d (11.4) | 0.99 s | 4.05 s | 4.16 d (11.8) | 5.61 s | 5.61 s |
| 4.24 d (11.4) | 4.24 d (11.8) | |||||
| OCOCH3 | 1.86 s | 2.07 s | 2.09 s | 2.08 s | ||
| OCH3 | 3.75 s | 3.66 s | 3.66s | 3.76 s | 3.86 s |
Singlet (s); doublet (d); septuplet (sept); multiplet (m); broad doublet (br d); doublet doublet (dd); * not well defined; doublet doublet doublet (ddd).