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

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1

191 658

2

6,10

(lH,DD,J1 = 9Hz,J4=

4 Hz ,H7)

3,50

(1H, M, C//NH2)

5,80

(1H, AB A-ja, J = 13 Hz,

C//2OCO)

2,56

(2H, M, C//2CHNH2)

5,05

(JH, D, 1=4 Iiz,//6)

i;44

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

4,80

(111, AB B-je, J = 13 Hz,

C//2 OCO)

1,16

(3H, D, J = 6 Hz, C//3—CH).

4,30

(1H,M,C//NH2)

5

3,70

(2H, M, C//2SO)

SR 42 025 NMR-spektruma (29) 250

3,00

(211, M, C//2~C6H4OH)

8,44

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

1,46

(6H,S,(C/73)2C).

7,95

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

SR 41 987 NMR-spektruma (25) 60 MHz-en: 6 (ppm) 10

6.50- 9,50 (10H, széles jel, N//2, C02//, TFA)

8,40 (1H, D, J= 9 Hz, CON//)

6.85 (1H, S,// tiazol)

6,05 (1H, DD, Jj = 9 Hz, J2= 4 Hz,//7)

5.30 (1H, AB A-ja, JAB = 13 Hz, C//2OCO) 15

5.00 (lH,D,J=4Hz,//6)

4.85 (1H, AB B-je, JAB= 13 Hz, C//2OCO)

4.20 (1H,M,C//NH2) '

3.80 (2H,M,C//2SO)

2,95 (2H,M, C//2NHj) 20

2.20 (2H, M, C//2CH2NH2)

1,45 (6H, S, (C//3)2C).

SR 42 022 NMR-spektruma (26) 250 MHz-en: 5 (ppm)

8.60 (311, S.e., N//3+) 25

8.44 (1H, D, J=9 Hz, CON//)

6.78 (1H, S,H tiazol)

6.00 (1H,DD, Jj = 9 Hz,J2 = 4Hz,//7)

5.16 (111, 2 D, J= 13 Hz,C//2OCO)*

4.97 (1H, D,J = 4Hz,H6) 30

4.66 (1H,2D, J=13Hz,C//2OCO)*

3.92 (lH,D,J=17Hz,C//2SO)

3.56 (1H, D, J= 17 Hz, C//2SO)

2.50- 3,50 (5H, M, C//2N és C//C02)

1.50- 2,00 (4H, M, (C//2)2CH2N) 35

1.44 (6H, S, (€7/3)2C).

SR 42 023 NMR-spektruma (27) 250 MHz-en: 5 (ppm)

8,50 (3H,S.e.,N//3+)

8.44 ( 1 H, D, J = 9 Hz, CON//) 40

7.80 (3ÍI, S.e., N//3+)

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

6.78 (1H,S,//tiazol)

6.00 (1H, DD, J, = 9 Hz, J2 = 4 Hz, Hn)

5,26 (1H, D,J = 13Hz,C//2OCO) 45

4.97 (1H, D, J=4 Hz,//6)

4,84 (1H,D,J = 13Hz,C//2OCO)

4,08 (1H.M,C//C02)

3,94 (1H, 0,1 = 17 Hz, C//2SO)

3.56 (IH, D,J=17Hz,C//2SO) 50

2.80 (2H, M, C//2NH2)

1.60 (4H, M, (C//2)2CH2NH2)

1.44 (6H, S, (C//3)2C).

SR 42 024 NMR-spektruma (28) 250 MHz-en: 5 (ppm) 55 8,37 (1H,D, J = 9 Hz, CON//)

7,90 (3H, S.e., N//3+)

7.20 (3H, S.e., N//3+)

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

6.00 (lH,DD,Ji = 9Hz,J2 = 4Hz,tf7)

5.16 (1H,D, J=13Hz,C//2OCO)

4.97 (1H, D,J=4Hz,//6)

4.66 (1H, D, J = 13 Hz, C//2OCO)

3.92 (IH, D, J= 17 Hz, C//2SO)

3,58 (1H, D, J= 17 Hz, C//2S0)

60

65

6.78 (1H,S,H tiazol)

6.00 (lH,DD,J, = 9Hz,J2 = 4Hz,//-j

5,20 (1H, 2D, J= 13 Hz, C//2OCO)*

4,95 (1H,M,//Ä)

4.62 (1H, 2D, J= 13 Hz, C//2OCO)lr

3.94 (1H, D, J=17 Hz,€//2SO)

3,58 (1H, D, .1=17 Hz, C//2SO)

3.00 (1H, M, CHCO2)

2,75 (2H, M, C//2NH2)

1.44 (6H, M, (C//3)2C)

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

SR 42 026 NMR-spektruma (30) 250 MHz-en: S (ppm)

8.45 (4H, M, N//3+, CON//(

7,35 (SH, M, N//j+. H aromás)

6.78 (1H, S,//tiazol)

6.00 (lH,M,//7)

5,05 (1H, 2D, 1 = 13 Hz, C//2OCO)*

4.94 (1H, 2D, J=4 Hz, Hi)*

4.60 (1H,M,C//NH2)

3,66 (1H,2D, J = 17Hz,C//2SO)*

3.40 (1H, 2D, J = 17 Hz, C//2SO)*

3.00 (2H, M, C//2C02)

1.44 (6H, S, (C//3)2C).

SR 42 027 NMR-spektruma (31) 250 MHz-en: 6 (ppm)

8.40 (1H, D, J=9 Hz, CON//)

7,74 (3H, S.e., N/V)

7.40 (3H, S.e., N//34)

6,81 (1H, S,// tiazol)

6.00 (1H, DD, J, = 9 Hz, J2 = 4 Hz,//7)

5,13 (1H, D, !■= 13 Hz, C//2OCO)

4,97 (1H,D, J=4 Hz,//6)

4.63 (1H, D, J= 13 Hz, C//2OCO)

3.90 (lH,D,J=17Hz,C//2SO)

3,55 (1H,D,J = 17 Hz,C//2SO)

3,16 (1H, M, C//NH2)

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

1,77 (1H,M,C//2CHNH2)

1.61 (1H,M,C//2CHNH2)

1.44 (6H, 2S, (C//3)2C)

1.10 (1H,D, J=7 Hz,C//3—CH).

SR 42 028 NMR-spektruma (32) 60 MHz-en: 6 (ppm)

7,00-9,00 (7H,N//,N//2,C02//,TFA)

8,50 (1H, D, J=9 Hz, CON//)

6.90 (1H,S,// tiazol)

0,05 (lH,DD,J1 = 9Hz,J2 = 4Hz,//7)

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

5.00 (1H, D, J=4 Hz,//6)

4,70 (1H, AB B-je, J = 13 Hz, C//2OCO)

3.95 (1H,AB A-ja,JAB = 17Hz,C//2SO)

3,65 (1H, AB B-je, JAB= 17 Hz,C//2SO)

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

2.45 (3H, D, J = 6 Hz, C//3NH)

2.40 (2H, M, CH2CO)

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