Table 1.
1H NMR Dataa δ (J, Hz) for 4, 5, 7, and 10–12
| H | 4 | 5 | 7 | 10 | 11 | 12 |
|---|---|---|---|---|---|---|
| 1 | 9.39, s | 9.37, s | 9.37, s | 9.36, s | 9.35, s | 9.38, s |
| 3 | 6.89, dd (3.8, 2.8) | 6.90, dd (3.6, 2.8) | 6.90, dd (3.6, 2.8) | 6.90, dd (3.2, 2.8) | 6.91, dd (3.2, 2.8) | 6.89, dd (3.6, 2.4) |
| 4 | 6.11, dd (3.8, 2.8) | 6.09, dd (3.6, 2.8) | 6.08, dd (3.6, 2.8) | 6.08, dd (3.2, 2.8) | 6.08, dd (3.2, 2.8) | 6.08, dd (3.6, 2.4) |
| 6 | 2.74, m | 2.67, t (7.6) | 2.68, t (7.6) | 2.68, t (7.2) | 2.68, t (7.2) | 2.66, t (7.6) |
| 7 | 2.44, dd (7.2, 6.8) | 1.68, m | 1.68, m | 1.66, m | 1.65, m | 1.66, m |
| 8 | 5.42, m | 1.27, br s | 1.27, br s | 1.26, br s | 1.26, br s | 1.27, br s |
| 9 | 5.47, m | 1.27, br s | 1.27, br s | 1.26, br s | 1.26, br s | 1.27, br s |
| 10 | 2.74, m | 1.27, br s | 1.27, br s | 1.26, br s | 1.36, m | 1.37, m |
| 11 | 5.28, m | 1.27, br s | 1.27, br s | 1.26, br s | 2.01, m | 2.01, m |
| 12 | 5.38, m | 1.27, br s | 1.27, br s | 1.26, br s | 5.34, m | 5.36, m |
| 13 | 2.02, dd (6.8, 6.6) | 1.27, br s | 1.27, br s | 1.26, br s | 5.34, m | 5.36, m |
| 14 | 1.26, br s | 1.27, br s | 1.27, br s | 1.26, br s | 2.01, m | 2.02, m |
| 15 | 1.26, br s | 1.27, br s | 1.27, br s | 1.26, br s | 1.36, m | 1.37, m |
| 16 | 1.26, br s | 1.27, br s | 1.27, br s | 1.26, br s | 1.26, br s | 1.27, br s |
| 17 | 1.26, br s | 1.27, br s | 2.04, dt (7.2, 6.4) | 1.26, br s | 1.26, br s | 1.27, br s |
| 18 | 1.26, br s | 1.27, br s | 5.37, m | 1.26, br s | 1.26, br s | 1.27, br s |
| 19 | 1.26, br s | 2.05, dt (7.2, 6.8) | 5.37, m | 1.38, m | 1.26, br s | 1.27, br s |
| 20 | 1.26, br s | 5.37, m | 2.78, t (6.0) | 2.02, m | 1.26, br s | 1.27, br s |
| 21 | 1.26, br s | 5.37, m | 5.37, m | 5.36, m | 1.26, br s | 1.27, br s |
| 22 | 1.26, br s | 2.78, dd (6.4, 5.2) | 5.37, m | 5.36, m | 1.26, br s | 1.27, br s |
| 23 | 1.26, br s | 5.37, m | 2.10, dt (7.2, 5.6) | 2.02, m | 1.26, br s | 1.27, br s |
| 24 | 1.26, br s | 5.37, m | 1.44, m | 1.38, m | 1.43, m | 1.27, br s |
| 25 | 1.26, br s | 2.10, dt (7.2, 6.4) | 1.66, m | 1.26, br s | 1.65, m | 1.43, m |
| 26 | 1.45, m | 1.44, m | 2.33, m | 1.44, m | 2.34, t (7.2) | 1.66, m |
| 27 | 1.67, m | 1.66, m | 1.66, m | 2.34, t (7.2) | ||
| 28 | 2.34, t (7.2) | 2.34, t (7.2) | 2.35, t (6.8) | |||
| NH | 9.38, br s | 9.52, br s | 9.51, br s | 10.2, br s | 10.43, br s | 9.23, br s |
a
Bruker AMX 400 MHz spectrometer; Chemical shifts (ppm) referenced to CDCl3 (δH 7.27); Numerical order groups compounds of similar chain length.