191658. lajstromszámú szabadalom • Eljárás cefém-karbonsav-származékok előállítására
1 191 658 2 6,50-10,00 (8H, CO2H, NH2, TFA) 6,82 (1H, S, H tiazol) 6.00 (1 H, DD, Jt = 9 Hz. J2 = 4 Hz, H,) 5.00 (1H, D, J = 4 Hz, H6) 4,15 (1H, AB A-ja, JAB= 13 Hz, C//2SCO) 3,66 (3H, M, C//2S0 és Aß B-je, CH2SCO) 2,65 (4H, M, CH2CO és C//2NH2) 1.42 (6H, S, (C//3)2C) 1,25 (10H, S.e., (CH2)5CH2NH2). SR 42 118 NMR-spektruma (8) 250 Mhz-en: 5 (ppm) 8,34 (1H, D,J = 9Hz, CON//) 7.80 (3H,S.e.,N//j+) 7.40 (3H, S.e., N//3+) 6.78 (1H, S, //tiazol) 5.94 (Hi, DD, Jj = 9 Hz, J2 = 4 Hz, //7) 4.94 (3H, D, J = 4 Hz, //6) 4.14 (1H,D, J = 13 Hz,C//2SCO) 3,69 (1H, D, J = 13 Hz, C//2SO) 3,63 (2H, S, C//2SO) 2.60 (2H, M, C//2NH2) 2,45 (1H, M, C//COS) 1,84 (4H, M, C//2CHCOS) 1,44 (6H, 2S, (C//3)2C) 1.40 és 1,00 (2H, M, C//2CHCH2NH2). SR 42 119 NMR-spektruma (9) 250 MHz-en: 6 (ppm) 8,36 (lH,D,J = 9Hz,NZ/CO) 8.30 (3H, S.e., N//3+) 7.94 (2H, D, J = 8 Hz, H orto CO) 7.55 (2H, D, J = 8 Hz, //meta CO) 7.40 (3H, S.e., N//3*) 6,76 (1H, S, H tiazol) 5.95 (1H, DD, J j - 9 Hz, J2 = 4 Hz, //7) 4.95 ( 1H, D, J = 4 Hz, //6) 4.40 (1H. D, J = 13 Hz, C//2SCO) 4,10 (211, M, C//2NH2) 3.90 (1H, D, J = 13 Hz, Ci/2SCO) 3.74 (2Hm, S, C//2SO) 1.42 (6H, 2S, (C//3)2C). SR 42 187 NMR-spektruma (10) 60 MHz-en: 8 (ppm) 8.30 (1H, D, 3 =9 Hz, CON//) 6,50 -9.00 (8H, S.e., NH3+, CO2H) 6.80 (1H,S, //tiazol) 5.95 (lH.M.ff,) 4.90 (1H, D, J = 4 Hz, H6) 4,25 (1H, AB A-ja, JAB=13 Hz, CH2SCO) 3.90 (1H, AB B-je, JAB= 13 Hz, C//2SCO) 3,65 (2H, S.e., C//2SO) 3,00-2,30 (10H, M, (i)) 1.43 (611, S, (C//3)2C). SR 42 199 NMR-spektruma (11) 250 MHz-en: 8 (ppm) 8.79 (1H, D, J = 9 Hz, CON//) 8.60 (1H, S.e.,NHt*) 8.40 (1H, S.e., NHj4) 7.30 (3H. S.e., N//3*) 6.84 (1H,S,//tiazol) 5.84 (1H, DD, Jj = 9 Hz, J2 = 4 Hz, Zf7) 4.90 (1H, D, J = 4 Hz, H6) 4.55 (2H, S, C//2ON) 4.15 (1H, D, J = 13 Hz. CZ/2SCO) 3.74 (1H, D, J = 13 Hz, C//2SCO) 3,54 (2H, S, C//2SO) 3,20 (2H, M, C//2NH és CHCOS) 2.90 (3H, M, C//2NH és C//COS) 1.95 (2H, M, C//2CH2NH) 1.65 (2H, M, C//2CH2NH). SR 42 218 NMR-spektruma (12) 250 MHz-en: 8 (ppm) 8.60 (2H, M, CON/O, NH,*) 8.40 (lH^.e-.N/Zj4) 7,30 (3H, S.e., N//,*) 6,811 (1H, 2S,//tiazol)* 5.92 (1H, DD, Ji = 9 Hz, J2 = 4 Hz, //7) 4.92 (1H, 2D szuperponálódva, H6)* 4.60 (1H, Q, J =7 Hz, C//ON) 4.16 (1H, D, J =13 Hz, C//2SCO) 3,75 (1H, D, J = 13 Hz, C//2SCO) 3.65 (2H, S, C//2SO) 3.25 (2H, M, CHCOS és C//2-NH-C//2) 2.95 (3H, M, Ci/COS és C//2-NH-C//2> 1.95 és 17,0 (2H,M,(j)) " 1,45 (3H, D, J = 7 Hz, C//3CH). SR 42 219 NMR-spektruma (13) 250 MHz-en: 5 (ppm) 8t70. (2H, M, CONH és N//2+) 8.40 (lH.M.N//,*) 7.40 (3H,S.e.,N//3+) 6.79 (1H,S,//tiazol) 5.90 (1H, DD, Jj = 9 Hz, J2= 4 Hz, //7) 4,94 (1H, D, J = 4 Hz, //6) 4.16 (1H, D, J = 13 Hz, C//2SCO) 3,74 (1H, D, J = 13 Hz, C//2SCO) 3,70 (2H, S, CH2SO) 3.25 (2H, M, C//2NH) 2.90 (3H, M, CH2NH és CHCOS) 2.40 (4H, M, (a)) 1.80 (6H, M, (b) és (j)). SR 42 220 NMR-spektruma (14) 250 MHz-en: 8 (ppm) 8,65 (1H, D, J = 9 Hz, CON//) 8,20 (3H,S.e.,N//s+) 7.92 (2H, D, J = 8 Hz, H orto CO) 7,56 (2H, D, J = 8 Hz, // meta CO) 7,30 (3H, S.e.,N//^ 6,82 (1H,S,H tiazol) 5,88 (1H, DD, J2 = 9 Hz, J2 = 4 Hz,//7) 4.92 (1H, D, J =4Hz,//6) 4,55 (2H, S, CZ/2ON) 4,37 (1H, D, J = 13 Hz, CZ/2SCO) 4,13 (2H, M, C//2NH2) 4,42 (1H, D, J = 13 Hz, C//2SCO) 3,74 (2H, S, C//2SO). SR 42 221 NMR-spektruma (15) 250 MHz-en: 8 (ppm) 8.60 (1H, 2D, ) = 9 Hz, CON//)* 3,20 (3H,S.e.,NH3+) 7.92 (2H. D, 3 = 8 Hz,//orto CO) 7,56 (2H^D, ') = 8 Hz, H metaXlO) 7,30 (3H;S.e„ N//3+) 6,82 (1H,2S,H tiazol)* 5.92 (1H,DD,31 = 9Hz,J2 = 4Hz,//7) 4,95 (1H, 2D szuperponálódva, H6)* 4.60 (1H, Q, J = 7 Hz, C//ON) 4,40 (1H, D, J = 13 Hz, CZ/2SCO) 4,13 (2H, M, C//2NH2) 3,90 (1H, D, J = 13 Hz, C//2SCO) 5 10 15 20 25 30 35 40 45 50 55 60 65
