1H- and 13C-NMR chemical shifts of acrylonitrile-derivatized H1, H3, and H4 metabolites
| Nuclei Number | Derivatized H1 Metabolite | Derivatized H3 Metabolite | Derivatized H4 Metabolite | |||
|---|---|---|---|---|---|---|
| δ1H (multiplicity, integral) | δ13C | δ1H (multiplicity, integral) | δ13C | δ1H (multiplicity, integral) | δ13C | |
| 1 (N) | ||||||
| 2 | 3.57 (d, 1H) | 46.8 | 3.56 (d, 1H) | 53.9 | 3.66 (d, 1H) | 54.3 |
| 2′ | 4.37 (d, 1H) | 2.94 (d, 1H) | 3.15 (d, 1H) | |||
| 3 | ND | 157.5 | 157.3 | |||
| 4 | 3.61 (s, 1H) | 48.3 | 5.17 (d, 1H) | 38.3 | 5.18 (d, 1H) | 38.5 |
| 5 | 2.26–2.41 (m, 1H) | 31.6 | 2.22–2.31 (m, 1H) | 31.3 | 2.15–2.25 (m, 1H) | 31.2 |
| 5′ | 1.87 (d, 1H) | 1.92 (d, 1H) | 1.83–1.89 (m, 1H) | |||
| 6 | 2.73–2.84 (m, 2H) | 46.1 | 2.86 (d, 1H) | 46.3 | 2.62–2.67 (m, 2H) | 46.1 |
| 6′ | 2.74 (m, 1H) | |||||
| 7 | 4.88 (s, 1H) | 67.1 | 4.80 (s, 1H) | 67.8 | 4.80 (s, 1H) | 67.8 |
| 8 | 134.7 | 134.6 | 134.8 | |||
| 9 | 133.2 | 133.6 | 133.1 | |||
| 10 | ||||||
| 11 | 7.22–7.58 (m, 4H) | 127.1 | 7.24–7.62 (m, 4H) | 126 | 7.25–7.58 (m, 4H) | 127.2 |
| 12 | to | to | to | |||
| 13 | 130 | 130 | 130.1 | |||
| 14 | 171.2 | 171.1 | 170.9 | |||
| 15 | 3.71 (s, 3H) | 52.2 | 3.70 (s, 3H) | 51.9 | 3.70 (s, 3H) | 52.3 |
| 16 | 5.78 (s, 1H) | 118.1 | 5.70 (s, 1H) | 115.6 | 5.80 (s, 1H) | 116 |
| 17 | ND | 169.3 | 169.2 | |||
| 18 (S) | ||||||
| 19 | 26.7 | 26.5 | 26.5 | |||
| 19′ | 2.61–2.66 (m, 4H) | 2.60–2.73 (m, 4H) | 2.68–2.75 (m, 4H) | |||
| 20 | 18.7 | 18.8 | 19 | |||
| 20′ | ||||||
| 21 | ND | 118.2 | 118.4 | |||
ND, not determined; s, singlet; d, Doublet; m, multiplet.