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

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4.56 (1H, D, J = 13 Hz, C//2OCO)

4,53 (2H, S. C//2ON)

3.84 (111, AB A-ja,JAB=17Hz,C//2SO)

3.55 (1H, AB Bje, JAB= 17 Hz, C//2SO)

2.76 (2H, M, C//2NH2)

2.40 (2H, M, C//2C02)

1,72 (2H, M, CH2C//2CH2NH2).

SR 42 196 NMR-spektruma (50) 250 MHz-en: 5 (ppm)

8.75 (1H, D, J = 9 Hz, CON/Z)

7.75 (3H, S.e., N//3+)

7,25 (3H, S.e., N//3+)

6.77 (1H, S, H tiazol)

5.94 (1H, DD, J, = 9 Hz, J2 = 4 Hz,//7)

5,11 (1H, D, J = 13 Hz, C//2OCO)

4.95 (1H, D, J =4 Hz, H6)

4,63 (1H, D, J = 13 Hz, C//2OCO)

3,89 (1H, AB A-ja, J = 17 Hz, C//2SO)

3.55 (1H, AB B-je, J = 17 Hz, C/Z2SO)

2.78 (2H, M, C//2NH2)

2.40 (6H, M, (a), C//2C02)

1.85 (4H, M, C//2CH2NH2, (b)).

SR 42 197 NMR-spektriuiia (51) 250 MHz-en: § (ppm)

8.75 (111, D, J = 9 Hz,CON//)

7.60 (3H, S.e., N//3+)

7.30 (SK^.e.^^ai

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

5,87 (1H, DD, Jj = 9 Hz, J2 = 4 Hz, //7)

5.61 (1H, D, J = 13 Hz,C//2OCO)

4.92 (IFI, D, J = 4 Hz,//6)

4,58 (1H, D, J = 13 Hz, C//2OCO)

4.57 (2H,S,C//2ON)

3,81 (1FI, AB A-ja, J = 13 Hz,C//2SO)

3.55 (1H, AB B-je, J = 13 Hz, C//2SO)

2.75 (2H, M, C//2NH2)

2.31 (2H, M, C//2C02)

1,50 (4H, M, CH2(C//2)2CH2N).

SR 42 198 NMR-spektruma (52) 250 MHz-en: 5 (ppm)

8.75 (1H, D, J = 9 Hz, CON/Z)

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

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

6.78 (1H, S, H tiazol)

5.92 (1H,DD,J, = 9Hz,J2 = 4Hz,//7)

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

4.95 (1H, D, J = 4 Hz, H6)

4.58 (1H, D, J = 13 Hz, C//2OCO)

3.86 (1H, AB A-ja, .1 = 17 Hz, C//2SO)

3.55 (IH, AB B-je, J = 17 Hz, C//2SO)

2,74 (2H, M, C//2NH2)

2.40 (6H, M, C772C02 es (a))

1,85 (2H,M, (b))

1,5 0 (4H, M, CH2 C//2 C1I2 C02 ).

SR 42 200 NMR-spektruma (53) 250 MHz-en: 6 (ppm)

8,80 (1 H, D, J = 9 Hz, CON//)

8.40 (3H,S.e.,N//3+)

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

6.78 (1 H, S,//tiazol)

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

5,25 (1H, D, J = 13 Hz,C//2OCO)

4.95 (1H,D,J = 4Hz,//6)

4.78 (1H, D, J = 13 Hz, C//2OCO)

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

3,95 (1H, AB A-ja, J = 17 Hz, C//2SO)

3,60 (1H, AB B-je, J = 17 Hz, C//2SO)

2,40 (4H, M, (a))

1,80 (2H,M,(b))

1,36 (3H, D, J = 7 Hz, C//3CH).

SR 42 201 NMR-spektruma (54) 250 MHz-en: ô (ppm)

8,75

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

7,87

(3H, S.e., NHj)

7,30

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

6,78

(1H, S, //tiazol)

5,95

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

5,19

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

4,95

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

4,64

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

3,92

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

3,55

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

3,00

(1H,M,C//C02)

2,80

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

2,40

(4H, M, (a)) '

1,80

(2H, M, (b))

1,08

(3H, D, J = 7 Hz, CH3CH).

SR 42 208 NMR-spektruma (55) 250 MHz-en:

8,75

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

7,80

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

7,30

(3H,S.e.,N H3+)

6,80

(1H, S,//tiazol)

5,95

(lH,M,//7)

5,20

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

4,95

(1H, S.e.,//6)

4,63

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

3,90

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

3,58

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

2,93

(2H, M, CZ/2NH2)

2,40

(4H, M, (a))

1,90

(2H, M, (b))

1,14

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

SR 42 209 NMR-spektruma (56) 250 MHz-en:

8,75

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

7,75

(3H,S.e.,N H3+)

7,35

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

6,80

(1H, S, //tiazol)

5,95

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

5,15

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

4,95

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

4,60

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

3,90

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

3,56

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

2,74

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

2,50

(1H,M,C//C02)

2,40

(4H,I^,(a))

1,90

(3H, M, (b) és C//2CH2NH2)

1,55

(1H,M,C//2CH2NH2)

1,08

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

SR 42 210 NMR-spektruma (57) 250 MHz-en: 6 (ppm)

8,80 (1H, D, J = 9 Hz, CON//)

8.40 (3H, S.e., N//3+)

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

6,79 (1H, S, //tiazol)

5,95 (1H, DD, Jj = 9 Hz, J2 = 4 Hz,Hn)

5,28 (1H, D, J = 13 Hz, C//2OCO)

1 4,95 (1H, D, J = 4 Hz,//6)

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