Proton NMR assignment of raloxifene and raloxifene glucuronides
| δ(ppm)1-a1-b | |||
|---|---|---|---|
| Raloxifene | R-6-G | R-4-G | |
| Raloxifene fragment | |||
| H7 | 7.33, d, 1H, J = 2.1 Hz | 7.70, d, 1H, J = 2.2 Hz | 7.37, d, 1H, J = 2.2 Hz |
| H12 orH13 | 7.65, d, 2H, J = 8.8 Hz | 7.66, d, 2H,J = 8.8 Hz | 7.68, d, 2H, J = 8.8 Hz |
| H4 | 7.24, d, 1H, J = 8.7 Hz | 7.31, d, 1H, J = 8.9 Hz | 7.22, d, 1H, J = 8.8 Hz |
| H2′ or H3′ | 7.17, d, 2H, J = 8.6 Hz | 7.21, d, 2H, J = 8.6 Hz | 7.28, d, 2H,J = 8.7 Hz |
| H5 | 6.85, dd, 1H, J= 8.7, 2.1 Hz | 7.06, dd, 1H, J = 8.5, 2.3 Hz | 6.86, dd, 1H, J = 8.7, 2.2 Hz |
| H2′ or H3′,H12 or H13 | 6.92, d, 2H, J = 8.9 Hz (H12 or H13) | 6.93, d, 2H, J = 8.9 Hz (H12 orH13) | 7.00–6.90, m, 4H |
| 6.67, d, 2H, J = 8.5 Hz (H2′ orH3′) | 6.70, d, 2H, J = 8.6 Hz (H2′ or H3′) | ||
| H16 | 4.08, t, 2H | 4.08, t, 2H | 4.08, t, 2H |
| H17 | 2.61, t, 2H | 2.61, t, 2H | 2.62, 2H |
| H19 | 2.40-2.30, m, 4H | 2.40-2.30, bm, 4H | 2.40-2.30, bm, 4H |
| H20 | 1.50-1.40, m, 4H | 1.50-1.40, bm, 4H | 1.50-1.40, bm, 4H |
| H21 | 1.40-1.30, m, 2H | 1.40-1.30, bm, 2H | 1.40-1.30, bm, 2H |
| Glucuronic acid fragment | |||
| H1" | 4.93, d, 1H,J = 7.2 Hz | 4.77, d, 1H, J = 7.5 Hz | |
| H5" | 3.42, d, 1H, J = 10.0 Hz | 3.34, d, 1H, J = 9.9 Hz | |
| H2",H3", or H4" | 3.30-3.20, m, 2H | 3.20-3.10, m, 2H | |
| 3.12, d, 1H, J = 9.5 Hz | 3.07, d, 1H,J = 9.7 Hz | ||