191658. lajstromszámú szabadalom • Eljárás cefém-karbonsav-származékok előállítására
1 191 658 2 8,20 (3H,S.e.,CH2N//3+) 7.94 (1 H, S, aromás H 2'-helyzetben) 7.80 (1H, D, J = 8 Hz, aromás H 6'-helyzetben) 7.39 (1H, D, J = 8 Hz, aromás//5'-helyzetben) 6.95 (1H, 2S, //tiazol) 5.94 (1 H, DD, J, = 9 Hz, J2 =4 Hz,//7) 4.95 (1H, 2D, J = 4 Hz,H6) 4,70 (1H,M,CH3C//0N) 4,37 (1H, 2D, J = 13 Hz,C//2SCO) 4,08 (2H, M, C//2NH3+) 3.94 (1H, D, J ==13 Hz, C//2SCO) 3.73 (2H, S.e,, C//2SO) 2,36 (3H, S, aromás C//3) 1,42 (3H, D, J = 7 Hz, C//3CHON). N SR 42 661 NMR-spektruma (25) 250 MHz-en: Ô (ppm) 8.66 (1 H, D, J = 9 Hz, CON//) 8.17 (3H, S.e., CH2N//3+) 7.80 (2H, M, aromás H 2- és 6'-heIyzetben) 7,50 (IH, D, J = 8 Hz,aromás//5'-helyzetben) 6.95 (1H, S, //tiazol) 5.95 (1 H, DD, J] = 9 Hz, J2 = 4 Hz, //7) 4.95 (1H, D, J = 4 Hz,//6) 4.40 (1H, D, J = 13 Hz, C//2SCO) 4.06 (2H, M, C//2NH3+) 3.90 (1 H, D, J = 13 Hz, C//2SCO) 3.74 (2H, S, C//2SO) 2.46 (3H,S, aromás C//3) 1.46 (6H, 2S, (C//3)2C). SR 42 662 NMR-spektruma (26) 250 MHz-en: 5 (ppm) 8.80 (3H, 2D, J = 9 Hz, CON//) 8.20 (3H, S.e., CH2N//3+) 7.80 (2H, M, aromás H 2 - és 6'-helyzetben) 7.46 (1H, D, J = 8 Hz, aromás//5'-helyzetben) 6.95 (1H, 2S,// tiazol) 5.94 (1 H, DD, Jj — 9 Hz. J2 = 4 Hz,//,) 4.95 (1H, 2D, J = 4 Hz, H6) 4.66 (1H,M,CH3C//- 0N) 4.40 (1H, 2D, J = 13 Hz, C//2SCO) 4.06 (2H, M,C//2NH3+) 3.90 (1 H, D, J = 13 Hz, C//2SCO) 3.96 (2H, S.e., C//2SO) 2.40 (3H, S, aromás C//3) 1.44 (3H, D, J = 7 Hz, C//3CHON). SR 42 663 NMR-spektrurna (27) 250 MHz-en: S (ppm) 8.66 (1H, D, J = 9 Hz, CON//) 7.80 (3H, S.e., CH2N//3+) 6.95 (1H, S,//tiazol) 5,98 (1 H, DD, Jj = 9 Hz, J2 = 4 Hz,//7) 4.95 (1H, D, J = 4 Hz,//6) 4.18 (1 H, D, J = 13 Hz, C//2SCO) 3,78 (1 H, D, J = 13 Hz, C//2SO) 3,69 (2H, S.e., CH2SO) 2.95 (2H, M, C//2NH3 J 1.45 (6H, 2S, (C//3)2-CO) 1,22 (6H, S, (CH3)2C COS). SR 42 664 NMR-spektruma (28) 250 MHz-en: 6 (ppm) 10,80 (1 H, S, aromás N//CO) 8.66 (1H, D, J = 9 Hz, CON//) 8,05 (3H, S.e., CH2N//3+) 7,89 (2H, D, J = 8 Hz, aromás H 2'- és 6'-helyzetben) 7.74 (2H, D, J =8 Hz, aromás//3'- és 5'-helyzetben) 6,96 (1H, S, //tiazol) 5.95 (1 H, DD, Jj = 9 Hz, J2 = 4 Hz,//7) 4.95 (1H, D, J = 4 Hz, //6) 4,42 (1H, D, J = 13 Hz, C//2SCO) 3.88 (1H, D, J = 13 Hz, C//2SCO) 3.80 (4H, M, CH2SO és C//2NH3+) 1.45 (6H, 2S, (C//3)2C). SR 42 665 NMR-spektruma (29) 250 MHz-en; 5 (ppm) 10,83 (1H, S,aromás N//CO) 8.89 (1H, D, J = 9 Hz, CON//) 8,10 (3H, S.e., CH2N//3+) 7.90 (2H, D, J = 8 Hz, aromás//2'- és ő'-helyzetben) 7.71 (2H, D, J = 8 Hz, aromás H 3'- és 5'-helyzetben) 6.95 (1H, S,//tiazol) 5.94 (1H, DD, J2 — 9 Hz, J2 = 4 Hz,Hn) 4.95 (1H,D,J = 4Hz,//6) 4.45 (1H, D, J = 13 Hz, C//2SCO) 3.87 (1H, D, J = 13 Hz, C//2SCO) 3.80 (4H, M, C//2SO és C//2NH3+) 2,40 (4H, M, (g) 1.90 (2H, M, (h)). SR 42 672 NMR-spektruma (30) 250 MHz-en: S (ppm) 8,50 (1H, S.e., N//2+piperidin) 8,20 (1H, S.e., N//2+ piperidin) 8,36 (1H, D, J = 9 Hz, CON//) 6,76 (1H, S,//tiazol) 5.95 (1H, DD, Jj = 9 Hz, J2 = 4 Hz,//7) 4.92 (1H,D, J = 4Hz,//6) 4.16 (1H, D, J = 13 Hz, CZ/2SCO) 3.72 (1H. D. J =13 Hz, C//2SCO) 3.14 (2H, S, C//2SO) 3.17 és 2,80 (2H, M, C//2 NH2+-höz képest a-helyzetben) 2,55 (2H, D, J = 7 Hz, C//2COS) 2,00 (1H,M,C//CH2C0S) 1.75 és 13,0 (2H, M, C//2 NH2+-hözképest (3-helyzetben) 1.45 (6H, 2S, (C//3)2C). 3R 42 673 NMR-spektruma (31) 250 MHz-en: 6 (ppm) 8,34 (1H, D, J = 9 Hz, CON//) 7.92 (3H, S.e., CH2N//3+) 7.30 (3H, S.e., N//3+tiazol) 6.76 (1 H,S,//tiazol) 5.95 (1H, DD, Jj = 9 Hz, J2 = 4 Hz,//7) 4.92 (1H, D, J = 4 Hz,//6) 4,26 (1H, D.e., J = 12 Hz, piperidin ekvatoriális //2) 4.15 (1H, D, J = 13 Hz, C//2SCO) 3,84 (2H, M, C//2NH3+) 3.72 (1H, D, J = 13 Hz, C//2SCO) 3,60 (3H, M, C//2SO és piperidin ekvatoriális H6) 3,05 (1H, T.e., J = 12 Hz, piperidin axiàlis//2) 2.87 (1H, T.e., C//COS) 2,74 (1H, T.e., J = 12 Hz, piperidin axiàlis//6) 1,86 (2H, M, piperidin//3 és//5) 1.45 (2H, M, piperidin //3 és V7S) 1.45 (6H, 2S, (C//3)2C). SR 42 674 NMR-spektruma (32) 250 MHz-en: 5 (ppm) 8,66 (1H, D, J = 9 Hz, CON//) 7.90 (3H, S.e., CH2N//3+) 7.30 (3H, S.e., NH3+tiazol) 6,78 (1H, S,//tiazol) 5 10 15 20 25 30 35 40 4b 50 55 60 65
