TABLE 1.
Physicochemical properties of OAVN and HAVN
| Property | Value or description |
|---|---|
| OAVN | |
| Form | Orange powder |
| UV (EtOH) λmax (nmɛ) | 221 (27,900), 262 (16,400), 296 (20,900), 314 (22,700), 457 (8,500) |
| IR (KBr) νmax cm−1 | 3,380, 2,930, 1,702, 1,671, 1,622, 1,580, 1,473 |
| [α]D2,4 | +170° (c 0.1 MeOH) |
| ESI MS m/z | 385.0 [M − H]− |
| 1H-NMR δ (acetone-d6) | 1.66-1.87 (4H, m), 2.08 (3H, s), 2.53 (2H, t, J = 7.0 Hz), 5.40 (1H, dd, J = 8.3, 3.9 Hz), 6.62 (1H, d, J = 2.5 Hz), 7.11 (1H, s), 7.22 (1H, d, J = 2.5 Hz), 12.21 (1H, bs), 12.76 (1H, bs) |
| 13C-NMR δ (acetone-d6) | 20.3, 29.0, 36.4, 43.3, 69.8, 109.0, 109.5, 109.6, 110.2, 110.5, 122.0, 134.6, 136.4, 161.7, 165.3, 166.0, 166.0, 181.9, 190.7, 207.9 |
| HAVN | |
| 1H-NMR δ (acetone-d6)a | 1.07 (3H, d, J = 5.9 Hz), 1.20-1.90 (6H, m), 3.69 (1H, tq, J = 5.9, 5.9 Hz), 5.38 (1H, dd, J = 7.8, 4.9 Hz), 6.59 (1H, d, J = 2.7 Hz), 7.08 (1H, s), 7.18 (1H, d, J = 2.7 Hz), 12.16 (1H, s), 12.71 (1H, s) |
| 13C-NMR δ (acetone-d6) | 22.4, 24.1, 37.2, 39.9, 67.5, 70.1, 109.0, 109.4, 109.7, 110.2, 110.7, 122.4, 134.6, 136.5, 161.8, 165.6, 166.1, 166.3, 182.0, 190.6 |
a
Data are from reference 31.