191658. lajstromszámú szabadalom • Eljárás cefém-karbonsav-származékok előállítására
1 191 658 2 4.00 (1H,M,C//NH2) 3.95 (1H, D, J = 17 Hz,C//2SO) 3,56 (1H, D, J = 17 IIz,Cf/2SO) 2,20 (2H, M, C//2-CONH2) 1.95 (2H, M, C//2-CH) 1.44 (6H, 2 S, (C//3)2C). SR 41 810 NMR-spektruma (7) 250 MHz-en: ő (ppm) 8,50 (1H, D, J=9 Hz, CON//) 8.40 (3H, S.e., N//3+) 7.40 (3H, S.e., N//3+) 6,76 (1 H, S,// tiazol) 6.00 ( 1 H. DD, J, = 9 Hz, J2 = 4 Hz, //7) 5,25 (1H, D, J = 13 Hz, C//2OCO) 4,92 ( 1 H, D, J = 4 Hz, H6) 4,82 (1H,D,J=13 Hz,C//2OCO) 4,16 (1H, M, C//NH2) 3.95 (1H, D, J = 17 Hz, C//2SO) 3.81 (1H, AB A-ja,JAB=13 Hz, C//2QH) 3.69 (1H, AB B-je, JAB=13 Hz, CH2OH) 3,55 (1H, D, J= 17 Hz, CH2S0i) 1.44 (6H, 2 S, (C//3)2C). SR 41 854 NMR-spektruma (8) 60 MHz-en: ő (ppm) 5.5- 8,5 (8H, széles jel, N//2, C02H, TFA) 8.40 (1H, D, J = 9 Hz, CONH) 6.82 (1H, S, 77 tiazol) 6.00 ( 1 H, DD, J1 = 9 Hz, J2 = 4 Hz, //7) 5.15 (1H, AB B-je, JAB=13 Hz, C//2OCO) 5.00 (1H, D, J-4 Hz,//6) 4,67 (1H, AB B-je, J=13 Hz, C//2OCO) 3.85 (1H, AB A-ja, J == 17 Hz, C//2SO) 3.62 (111, AB B-je, J = 17 Hz, C//2SO) 2.80 (2H, M, CH2NH2) 2.40 (2H, M, C//2C02) 1.80 (2H, M, CH2CÍ/2CH2) 1,43 (6H, S, (C//3)2C). SR 41 855 NMR-spektruma (9) 60 MHz-en: 5 (ppm) 5.5- 8,7 (8H, széles jel, C02/7,N//2, TFA) 8.40 (TH, D, J = 9 Hz, CON//) 6.87 (1H,S. H tiazol) 6.00 (1H,DD, J, = 9Hz, J2 = 4Hz,^7) 5.15 (1H, AB A-ja, J = 13 Hz, C//2OCO) 5.00 (1 H, D, J = 4 Hz, H6) 4.60 (1H, AB B-je, J= 13 Hz, C//2OCO) 3.85 (1H, AB A-ja, J= 17 Hz, C//2SO) 3.60 (1H, AB B-je, J=17 Hz, CH2SO) 2.80 (2H, M, Cí/2NH2) 2.30 (2H, M, C//2CO) 1.45 (12H, S.e., (CH3)2C és CH2(C//2)3CH2). SR 41 856 NMR-spektruma (10) 60 MHz-en: 5 (ppm) 5.5- 8,0 (8H, széles jel, NH2, CO2H, TFA) 8.45 (1H, D, J = 9 Hz, CON//) 6.87 (1H,S,//tiazol) 6.00 (1H, DD, 1^ = 9 Hz, J2 = 4 Hz,/Z7) 5.15 (1H, AB A-ja, J —13 Hz, CH2OCO) 5.00 (1H, D,J=4Hz,//6) 4,65 (1H, AB B-je, J=13 Hz,CH2OCO) 3.85 (1H,AB A-ja,J = 17Hz,C//2SO) 3.62 (1H, AB B-je, J = 17 Hz,C//2SO) 2.80 (2H, M, Ctf2NH2) 2.30 (2H, M, C//2C02) 1.45 (6H, S, (C//3)2C) 1,35 (10H,S.e.,CH2(C//2),CH2). SR 41 857 NMR-spektruma (11) 60 MHZ-en: 5 (ppm) 8.40 (2H, M, CONH, C\l3CONff) 7.50 (8H,S.e.,N//,+,C02//) 6.90 (1H,S,// tiazol) 6.05 (1 H, DD, Jt = 9Hz,J2 = 4 Hz, H7) 5.40 (1H, AB A-ja, J= 13 Hz, C//2OCO) 4,98 (1H, D, J=4 Hz,//6) 4.90 (1H, AB B-je, J=13 Hz,C/72OCO) 4.30 (3H,M,C^2NHCOCH3,C^NH) 4.00 (1H, AB A-ja, J = 17 Hz, C//2SO) 3,65 (1H, AB B-je, J = 17 Hz,C//2SO'» 3.00 (2H, M,C//2S) 1.80 (3H, S, C//3CONH) 1.45 (6H, S, (C//3)2C). SR 41 858 NMR-spektruma (12) 60 MF.z-en: 6 (ppm) 6.5- 9,00 (8H, széles jel, CO2H, TFA, N//2) 8.50 (1H, D, J = 9 Hz, CON//) 6.90 (1H, S,H tiazol) 6.00 (1H,DD,J1 = 9Hz,J2 = 4Hz,//7) 5.30 (1H, AB A-ja, J= 13 Hz, CH2OCO) 5.00 (1H,D,J=4Hz,^6) 4.80 (1H, AB B-je, J== 13 Hz, C//2OCO) 3,92 (1H, AB A-ja, J= 17 Hz,C//2SO) 3,67 (TH, AB B-je, J = 17 Hz, C//2SO) 1.45 (12H, S, (C//3)2C-C02H, (C//3)2CNF2). SR 41 859 NMR-spektruma (13) 60 MHz-en: ô (ppm) 6.5— 9,5 (8H, széles jel, C02//, N^2, TFA) 8.50 (1H, D, J=9 Hz, CON//) 6.90 (1H,S,// tiazol) 6.05 (1H, DD, Ji = 9 Hz, J2 = 4 Hz,//7) 5.30 (1H, AB A-ja, J = 13 Hz, C//2OCO) 5.05 (1H,D,J=4Hz,//6) 4.90 (1H, AB B-je, J=13 Hz, C//2OCO) 3.80 (3H,M,C//NH2 és CH2SO) 1.50 (3H, M, CH2—C//) 1.45 (6H,S,(C//3)2C) 0,85 (6H,D,J=7Hz,(C//3)2CH). SR 41 860 NMR-spektruma (14) 60 MHz-en: 5 (ppm) 7-9 (8H, széles jel, N//2, CQ2H, TFA) 8.50 (1H,D,J=9 Hz, CON70 6.90 (1H,S,//tiazol) 6,08 (lH,DD,J1 = 9Hz,J2 = 4Hz,//7) 5.30 (1H, AB A-ja, JAB= 13 Hz, C//2OCO) 5.05 (1H, D, J=4 Hz,//6) 4.49 (1H, AB B-je, JAB= 13 Hz, CTT2OCO) 3.90 (3H,M,Œ/2SOésC//-CH2) 1.80 (1H,M,C//CH3) 1.45 (6H, S, (C//3)2C) 1.30 (2H, M, C//2CH3) 0,88 (6H,M, C//3CH2 ésC//3CH). SR 41 885 NMR-spektruma (15) 250 MHz-en: 5 (ppm) 8.50 (1H, D, J = 9 Hz, CON//) 8.30 (3H, S.e., NH3+) 7,40 (3H, S.e.,N//3+) 6,76 (1H,S,//tiazol) 6.00 (1H,DD,J1 = 9Hz,J2 = 4Hz,//7) 5,24 (1H, D, J = 13 Hz, C//2OCO) 4.92 (1H,D,J=4Hz,//6) 4,84 (1H,D, J= 13 Hz, C//2OCO) 4,10 (1H,M,C//-NH2) 3,97 (ip,M,C//-OH) 5 10 15 20 25 30 35 40 45 50 55 60 65 20
