Table 1.
1H and 13C-NMR spectral data (δ/ppm) for 3-ishwarone in C6D6 and CDCl3.
| Atom number | C6D6 | ||||
|---|---|---|---|---|---|
| δ 1H (multiplicity, J/Hz) | δ 13C a | δ 13C b | NOESY | δ 1H (multiplicity, J/Hz) | |
| 1 | 1.14 (1H, dd, J = 7.2 and 2.8 Hz) | 29.7 (1) | 29.9 | -- | 1.64 (1H, dd, J = 3,8 and 9,0 Hz) |
| 2 | 1.53 (1H, d, J = 7.3 Hz) | 37.9(1) | 37.9 | -- | 1.51 (1H, d, J = 2,8 Hz) |
| 3 | -- | 212.5 (4) | 213.4 | -- | -- |
| 4 | -- | 49.3 (0) | 49.9 | -- | -- |
| 5 | 1.77 (1H, dqd, J = 18.7, 6.6 and 3.9 Hz) | 31.7 (1) | 31.8 | H-15 | 1.91 (1H. m) |
| 6 | a: 1.05–1.01 (1H, m) b: 1.24–1.17 (1H, m) |
31.5 (2) | 31.5 | -- | a: 1.38 (1H, m) |
| b: 1.22 (1H, m) | |||||
| 7 | a: 1.24–1.21 (1H, m) b: 1.35–1.31 (1H, m) |
23.5 (2) | 23.6 | -- | a: 1.54 (1H, m) |
| b: 1.40 (1H, m) | |||||
| 8 | a: 0.89 (1H, m) b: 1.39–1.35 (1H, m) |
32.2 (2) | 32.2 | H-8b H-8a |
a: 1.60 (1H, m) |
| b: 1.19 (1H, m) | |||||
| 9 | -- | 43.0 (0) | 43.1 | -- | -- |
| 10 | a: 1.99 (1H, d, J = 12.3 Hz) b: 0.93 (1H, d, J = 12.3 Hz) |
39.5 (2) | 39.5 | H-10a H-10b |
a: 2.27 (1H, d , J = 12,39 Hz) |
| b: 1.35 (1H, d , J = 12,31 Hz) | |||||
| 11 | -- | 29.8 (0) | 30.0 | -- | -- |
| 12 | a: 1.10 (1H, dd, J =12.4, 2.6 Hz) b: 1.66(1H, d, J = 12.4 Hz) |
35.1 (2) | 35.1 | H-12b H-12a; H-14 |
a: 1.91 (1H, d , J=12,72 Hz) |
| b: 1.49 (1H, d , J = 12,14 Hz) | |||||
| 13 | 0.95 (3H, s) | 19.4(3) | 19.5 | -- | 1.29 (3H, s) |
| 14 | 0.89 (3H, s) | 11.8(3) | 12.0 | H-12b | 0.91 (3H, s) |
| 15 | 1.27 (3H, d, J = 6.7 Hz) | 17.5 (3) | 17.7 | H-15 | 1.05 (3H, d , J = 6,6 Hz) |
a Carbon type, as determined from DEPT-135 spectrum, is shown in parenthesis at the right of their respective chemical shift: quaternary (0), methine (1), methylene (2), methyl (3), carbonyl (4); b Lago et al. [12] (500 and 125 MHz, δ, C6D6).