1 Aryl piperazine | 162.9 (C-2), 155.5 and 154.3 (C-4 and C-6), 139.0 (C-8), 117.1 (C-5), 92.5 (d, JCF = 172.9 Hz, CHF), 55.3 (d, JCF = 24.0 Hz), 55.2 (OMe), 44.8 (piperazine, C-3′,5′), 43.9 (br, piperazine, C-2′,6′), 17.7 (d, JCF = 22.2 Hz, FCHCH3), 14.1 (d, JCF = 4.6 Hz, NCHCH3). |
2 Hydroxylamine | 163.0 (C-2), 155.6 and 154.0 (C-4 and C-6), 138.5 (C-8), 117.0 (C-5), 92.3 (d, JCF = 177 Hz, CHF), 58.8 (piperazine, C-3′,5′), 55.2 (d, JCF = 23 Hz), 55.1 (OMe), 44.8 (br, piperazine, C-2′,6′), 17.8 (d, JCF = 26 Hz, FCHCH3), 14.1 (d, JCF = 4.7 Hz, NCHCH3) |
3 Glucuronide | 176.7 (Glu, CO2H), 162.9 (C-2), 155.4 and 153.9 (C-4 and C-6), 138.3 (C-8), 116.9 (C-5), 106.6 (Glu, anomeric carbon), 92.3 (d, JCF = 172.9 Hz, CHF); 78.3, 76.4, 73.7, 73.4 (4 carbons, Glu); 58.3 and 56.8 (piperazine, C-3′,5′), 55.2 (d, JCF = 23 Hz, NCHCH3), 55.1 (OMe), 44.9 (br, piperazine, C-2′,6′), 17.8 (d, JCF = 22.4 Hz, FCHCH3), 14.1 (d, JCF = 4.7 Hz, NCHCH3). |