Found, 314

Found, 314.1494. (= 8.00 Hz, 1H, H-7); 7.61 (d, = 8.00 Hz, 1H, H-8); 7.50 (d, = 15.50 Hz, 1H, H-3); 6.51 (d, = 16.00 Hz, 1H, H-2); 3.75 (t, = 6.50 Hz, 2H, H-1a, H-1b); 1.72-1.70 (m, 1H, H-2); 1.58-0.90 (m, 10H, H-3a, H-3b, H-4a, H-4b, H-5a, H-5b, H-6a, H-6b, H-7a, H-7b). MHz, DMSO-calculated for C13H14N3O4, [M + H]+ 276.0984. Found out, 276.0967. (= 1.00 Hz, 1H, H-5); 7.91 (dd, = 8.50 Hz, = 8.50 Hz, 1H, H-8); 7.50 (d, = 15.50 Hz, 1H, H-3); 6.51 (d, = 16.00 Hz, 1H, H-2); 3.86 (t, = 7.25 Hz, Azlocillin sodium salt 2H, H-1a, H-1b); 1.67C1.60 (m, 2H, H-2a, H-2b); 0.81 (t, = 7.50 Hz, 3H, ?CH3). 13C NMR (125 MHz, DMSO-calculated for C14H16N3O3, [M + H]+ 274.1192. Found out, 274.1183. (= 8.50 Hz, = 8.50 Hz, 1H, H-8); 7.50 (d, = 16.00 Hz, 1H, H-3); 6.51 (d, = Azlocillin sodium salt 15.50 Hz, 1H, H-2); 3.90 (t, = 7.25 Hz, 2H, H-1a, H-1b); 1.62-1.57 (m, 2H, H-2a, H-2b); 1.27-1.19 (m, 2H, H-3a, H-3b); 0.83 (t, = 7.25 Hz, 3H, ?CH3). 13C NMR (125 MHz, DMSO-calculated for C15H18N3O3, [M + H]+ 288.1388. Found out, 288.1339. (= 8.00 Hz, 1H, H-7); 7.61 (d, = 8.50 Hz, 1H, H-8); 7.50 (d, = 15.50 Hz, 1H, H-3); 6.51 (d, = 16.00 Hz, 1H, H-2); 3.85 (t, = 7.50 Hz, 2H, Btg1 H-1a, H-1b); 2.30-2.24 (m, 1H, H-2); 1.56-1.18 (m, 8H, H-3a, H-3b, H-4a, H-4b, H-5a, H-5b, H-6a, H-6b). 13C NMR (125 MHz, DMSO-calculated for C17H20N3O3, [M + H]+ 314.1505. Found out, 314.1494. (= 8.00 Hz, 1H, H-7); 7.61 (d, = 8.00 Hz, 1H, H-8); 7.50 (d, = 15.50 Hz, 1H, H-3); 6.51 (d, = 16.00 Hz, 1H, H-2); 3.75 (t, = 6.50 Hz, 2H, H-1a, H-1b); 1.72-1.70 (m, 1H, H-2); 1.58-0.90 (m, 10H, H-3a, H-3b, H-4a, H-4b, H-5a, H-5b, H-6a, H-6b, H-7a, H-7b). 13C NMR (125 MHz, DMSO-calculated for C18H22N3O3, [M + H]+ 328.1661. Found out, 328.1649. (= 7.50 Hz, 1H, H-7); 7.63 (d, = 8.50 Hz, 1H, H-8); 7.49 (d, = 15.50 Hz, 1H, H-3); 7.29-7.20 (m, 5H, H-3, H-4, H-5, H-6, H-7); 6.50 (d, = 16.00 Hz, 1H, H-2); 5.13 (s, 2H, H-1a, H-1b). 13C NMR (125 MHz, DMSO-calculated for C18H14N3O3, [M + H]? 320.1035. Found out, 320.1030. (= 8.00 Hz, 1H, H-7); 7.64 (d, = 8.50 Hz, 1H, H-8); 7.49 (d, = 15.50 Hz, 1H, H-3); 7.30-7.07 (m, 4H, H-4, H-5, H-6, H-7); 6.51 (d, = 16.00 Hz, 1H, H-2); 5.17 (s, 2H, H-1a, H-1b). 13C NMR (125 MHz, DMSO-calculated for C18H15FN3O3, [M + H]+ 340.1097. Found out, 340.1090. (= 8.00 Hz, 1H, H-7); 7.63 (d, = 8.00 Hz, 1H, H-8); 7.50 (d, = 16.00 Hz, 1H, H-3); 7.35-7.03 (m, 4H, H-3, H-5, H-6, H-7); 6.51 (d, = 15.50 Hz, 1H, H-2); 5.13 (s, 2H, H-1a, H-1b). 13C NMR (125 MHz, DMSO-calculated for C18H15FN3O3, [M + H]+ 340.1097. Found out, 340.1087. (= 8.00 Hz, 1H, H-7); 7.62 (d, = 8.50 Hz, 1H, H-8); 7.50 Azlocillin sodium salt (d, = 16.00 Hz, 1H, H-3); 7.38-7.36 (m, 2H, H-3, H-7); 7.11-7.08 (m, 2H, H-4, H-6); 6.51 (d, = 15.50 Hz, 1H, H-2); 5.11 (s, 2H, H-1a, H-1b). 13C NMR (125 MHz, DMSO-calculated for C18H15FN3O3, [M + H]+ 340.1097. Found out, 340.1089. (= 7.00 Hz, 1H, H-7); 7.63 (d, = 8.00 Hz, 1H, H-8); 7.48 (d, = 15.50 Hz, 1H, H-3); 7.33-7.26 (m, 4H, H-3, H-4, H-6, H-7); 6.51 (d, = 15.00 Hz, 1H, Azlocillin sodium salt H-2); 5.11 (s, 2H, H-1a, H-1b). 13C NMR (125 MHz, DMSO-calculated for C18H15ClN3O3, [M + H]+ 356.0802, 358.0772. Found out, 356.0893, 358.0761. (= 8.00 Hz, 1H, H-7); 7.70 (d, = 8.50 Hz, 1H, H-8); 7.57 (d, = 16.00 Hz, 1H, H-3); 7.26 (d, = 8.00 Hz, 2H, H-3, H-7); 7.15 (d, = 8.00 Hz, 2H, H-4, H-6); 6.55 (d, = 16.00 Hz, 1H, H-2); 5.16 (s, 2H, H-1a, H-1b); 2.26 (s, 3H, 5-CH3). 13C NMR (125 MHz, DMSO-calculated for C19H18N3O3, [M + H]+ 336.1348. Found out, 336.1340. General Methods for the Synthesis of Compounds 10 Compounds 10aCg were synthesized via a four-step pathway, as illustrated.