191658. lajstromszámú szabadalom • Eljárás cefém-karbonsav-származékok előállítására

1

195 658

2

5,15 (1H, AB A-ja, JAB=13 Hz, C//2OCO)

4,96 (ÍH, D, J = 4 Hz, H6)

4.65 (ÍH, AB B-je, J =13 Hz, C//2OCO)

3,90 (ÍH, AB A-ja, J = 17 Hz, C//2SO)

3.65 (ÍH, AB B-je, J = 17 Hz, C//2SO)

3.00 (2H, M, C//2NH)

2.50 (5H,M,C//3NH,C//2C02)

1,42 (6H, S, (C//3)2C).

SR 42 181 NMR-spektruma (42) 60 MHz-en: 5 (ppm)

9,4 (7H,S.e.,N//3\N//2+,C02/7)

8.45 (1H, D, J = 9 Hz, CON/Z)

6.85 (1H,S,H tiazol)

6.00 (lH,M,//7)

5.00 (ÍH, D, J = 4 Hz,//6)

(ÍH, AB A-ja, JAB= 13 Hz, C//20C0)

4.65 (ÍH, AB B-je, JAB = 13 Hz, C//2OCO)

3.85 (ÍH, AB A-ja, Jab=17 Hz, CZ/2SO)

3.60 (ÍH, AB B-je, JAB= 17 Hz, C//2S0)

2.85 (4H, M, C//2NHC//2)

2.40 (2H, M, C//2OCO)

1.80 (2H,M, CH2C//2CH2NH)

1.45 (6H, S, (C//3)2C)

1.10 (3H, T, J = 7 Hz, C//3CH2NH)

SR 42 182 NMR-spektruma (43) 60 MHz-en: 6 (ppm)

8.50 (2H,S.e.,N/V)

8.40 (í H, D, J = 9 Hz, CON//)

7.00 (3H, S.e., N//3+)

6,76 (1H,S,//tiazol)

5.95 (IH,M,//7)

5.10 (ÍH, AB A-ja, JAB= 13 Hz, C//2OCO)

5.00 (III, D, J = 4 Hz, Hb)

4.65 (ÍH, AB B-je, JAB= 13 Hz, C//2OCO)

3.85 (ÍH, AB A-ja, Jab=17 Hz, C//2SO)

3.50 (ÍH, AB B-je, JAB= 17 Hz, C//2SO)

1.80 (2H, M, C//2CH2OCO)

1.45 (6H, S, (C//3)2C)

1.10 (3H, D, J = 7 Hz, C//3CH).

SR 42 183 NMR-spektruma (44) 60 MHz-en: 6 (ppm)

8.40 (ÍH, D, J = 9 Hz, CON//)

7.80 (7H,S.e.,N//3+,N//2+,C02//)

6.80 (ÍH, S, H tiazol)

6.00 (lH,M,//7)

5.00 (lH,M,//6)

5.00 (ÍH, AB A-ja, Jab=13 Hz,C//2OCO)

4.65 (ÍH, AB B-je, JAB= 13 Hz, C//2OCO)

3.85 (ÍH, AB A-ja, JAB=17 Hz,C//2SO)

3.55 (ÍH, AB B-je, JAB= 17 Hz, C//2SO)

2.80 (2H, M, C//2NH)

2.40 (SH,M,C//3NH,C//2C02)

1.45 (12H, S.e., (C//3)2C és CH2(C//2)3CH2NH).

SR 42 191 NMR-spektruma (45) 250 MHz-en: 6 (ppm)

8,75 (ÍH, D, J = 9 Hz, CON//)

8.60 (lH,S.e.,N//2+)

8.40 (ÍH, S.e.,N//2+)

7,30 (311, S.e., N//3+)

6,78 (1H,S,//tiazol)

5,91 (ÍH, DD, Ji = 9 Hz, J2= 4 Hz,T/7)

5,13 (IH, D, J = 13 Hz, Ç//2OCO)

4.95 (111, D, J =4 Hz,H6)

4.61 (IH,D, J = 13Hz,C//2OCO)

4.55 (2H, S, CHiON)

3.84 (ÍH, AB A-ja, JAB= 17 Hz, C//2SO)

3.55 (lH.ABB-je, JAB=17Hz,C//2SO)

3.20 (2H, M, C#2NH)

2.90 (2H, M, C//2NH)

2.64 (1H,M,C//C02)

) ,95 (2H, M, C7/2CH2NH)

1,66 (2H, M, C//2CH2NH).

SR 42 192 NMR-spektruma (46) 250 MHz-en: 5 (ppm)

8.75 (ÍH, D, J = 9 Hz, CON//)

8.60 (ÍH, S e., N7/2+)

8.40 (ÍH, S.e., N//2+)

7.30 (3H, S.e., N7/3+)

6.78 (1H,S,//tiazol)

5.94 (ÍH, DD, Jj = 9 Hz, J2 = 4 Hz,//7)

5,13 (1 H, D, J = 13 Hz, C//2OCO)

4.95 (ÍH, D, J =4Hz,//6)

4.61 (ÍH, D, J = 13 Hz, C7/2OCO)

3.90 (ÍH, AB A-ja, J = 17 Hz, C//2SO)

3.55 (ÍH, AB B-je, J = 17 Hz, C//2SO)

3.20 (2H, M, C//2NH)

2.90 (2H, M, C//2NH)

2.64 (1H,M,C^C02)

2.40 (4H, M, (a)),

1,50-2,00 (6H, (b), CH2 -CH2NH).

SR 42 193 NMR-spektruma (47) 250 MHz-en: 5 (ppm)

8.79 (ÍH, D, J =9 Hz, CON//)

8.30 (3H, S.e., N//3+)

7.97 (2H, J = 8 Hz, H orto CO)

7.55 (2H, D, J = 8 Hz, H méta CO)

7.30 (3H,S.e.,N//3+)

6.84 (ÍH, S,H tiazol)

5,92 (1 H, DD, J, = 9 Hz, J2 = 4 Hz,^7)

5.40 (ÍH, D, J = 13 Hz, C//2OCO)

4.95 (ÍH, D, J —4 Hz,//6)

4.84 (ÍH, D, J = 13 Hz, C//2OCO)

4.56 (2H,S, C//2ON)

4,08 (1H,M,C//2NH2)

4,00 (ÍH, AB A-ja, JAB= 17 Hz, C//2SO)

3.71 (ifi, AB B-je, JAB= 17 Hz, C//2SO).

SR 42 194 NMR-spektruma (48) 250 MHz-en: 6 (ppm)

8.75 (ÍH, D, J =9 Hz, CON/Z)

8.30 (3H, S:e., N//34)

7.95 (2H,D, J = 8 Hz,//orto CO)

7,55 (2H, D, J = 8 Hz,// méta CO)

7.30 (3H, S.e., N//3+)

6,78 (1H,S,//tiazol)

5.95 (1H,DD,J, = 9Hz,J2 = 4Hz,//7)

4,44 (ÍH, D, J = 13 Hz, C//2OCO)

4.98 (ÍH, S.e., C//2NH2)

4,05 (ÍH, AB A-ja, JAB= 17 Hz, C//2SO)

3.71 (ÍH, AB B-je, JAB= 17 Hz, C//2SO)

2.40 (4H, M, (a))

1.85 (2H, M, (b)).

SR 42 195 NMR-spektruma (49) 250 MHz-en: 5 (ppm)

8.75 (ÍH, D, J = 9 Hz, CON//)

7,70 (3H,S.e.,N//3+)

7.30 (3H,S.e:,N//3+)

6,82 (1H,S..//tiazol)

5.90 (lH,DD,J1 = 9Hz,J2 = 4Hz,//7)

5,10 (111, D, J = 13 Hz,C//2OCO)

4.95 (ÍH, D, J = 4 Hz,//é)

5

10

15

20

25

30

35

40

45

50

55

6C

61

24