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

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7,69 (1H, D, J = 7 Hz, aromás H 4'-helyzetben)

7,55 (1H, T, J =7 Hz, aromás // 5'-helyzetben)

6,95 (1H, S, // tiazol)

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

5,48 (1H,D, J = 13Hz,C//2OCO)

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

4,86 (1H, D,J = 13Hz,C//2OCO)

4,05 (3H, M, C//2NH3+ és C//2S)

3,75 (1H, D, J = 17 Hz, C//2SO)

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

1,90 (2H,M,(h)).

SR 42 463 NMR-spektruma (82) 250 MHz-en: ô (ppm)

8.82 (1H, D, J = 9 Hz, CON//)

8,20 (3H, S.e., CH2N//3+)

7,80 (2H,M, aromás H 2'-és 6’-helyzetben)

7.45 (1H, D, J = 7 Hz, aromás H 5'-helyzetben)

6,92 (1H,S, //tiazol)

5,97 (1H, DD, Jj = 9 Hz, J2 = 4 Hz,//7)

5.45 (1H, D, J = 13 Hz, C//2OCO)

5,00 (1H, D, J =4 Hz,//6)

4.82 (1H, D, J = 13 Hz, C//2OCO)

4,05 (3H, M, C//2NH3 + és C//2SO)

3,75 (III, D, J = 17 Hz, C//2SO)

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

2,34 (3H, S, aromás CH3)

1,90 (2H, M, (h)).

SR 42 464 NMR-spektruma (83) 250 MHz-en: 6 (ppm)

8.97 (1H, D, J = 9 Hz, CON//)

8,79 (2H, S.e., CH2N//3+)

8.00 (2H, D, J = 8 Hz, aromás H 2'- és 6'-helyzetben)

7,58 (2H, D, J = 8 Hz, aromás H 3'- és 5'-helyzetben)

6,95 (1H,S, //tiazol)

5.97 (1H, DD, Ji = 9 Hz, J2 = 4 Hz,//7)

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

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

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

4,19 (2H, M, C//2NH2+-CH3)

4,08 (1H, D, J = 17 Hz, C//2SO)

3,75 (1H, D, J = 17 Hz, C//2S0)

2,50 (3H, M, C//2NH2+—CH3)

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

1,90 (2H, M, (h)).

SR 42 465 NMR-spektruma (84) 250 MHz-en: 5 (ppm)

10,7

(1H, S, CON//aromás)

8,60

(1H. D,J

= 9 Hz, CON//)

8,20

(1H, S, aromás H 2 -helyzetben)

7,80

(1H, D, J

= 8 Hz, aromás H 6 -helyzetben)

7,65

(3H, S.e.,

CH2N//3+)

7,60

(1 H, D, J

= 8 Hz, aromás H 4'-helyzetben)

7,45

(III, T, J

= 8 Hz, aromás//5'-helyzetben)

6,92

(1H, S, //tiazol)

6,00

(1H, DD,

J] = 9 Hz, J2 = 4 Hz, Ht)

5,45

(1H, D, J

= 13 Hz, C//2OCO)

5,00

(1H, D, J

= 4 Hz, H6)

4,84

(1H, D, J

= 13 Hz, C//2OCO)

4,00

(1H, D, J

= 17 Hz, C//2SO)

3,75

(1H, D, J

= 17 Hz, C//2SO)

3,05

(2H,Q, J

= 7 Hz, CH2-C//2-NH,+)

2,70

(2H,T, J

= 7 Hz, C//2—CH2—NH3*)

1,47

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

SR 42 466 NMR-spektruna (85) 250 MHz-en: 5 (ppm)

8.80 (1H,D, J = 9 Hz, CON//)

8,20 (4H, M, CH2N//3 ' és tiazol 3-//-je)

6,95 (1H, S, H tiazol)

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

5,38 (1H, D, J = 13 Hz, C//2OCO)

4.98 (1H, D, J = 4 Hz, H6)

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

3.98 (1H, D, J = 17 Hz, C//2SO)

3,82 (2H, Q, J = 7 Hz, C//2NH3+)

3,66 (1H, D, J = 17 Hz, C//2S0)

1.49 (6H, 2S, (C//3)2C).

SR 42 4 67 NMR-spektruma (86) 250 MHz-en: Ô (ppm)

10,75 (1H,S, aromás N//CO)

8.70 (1H, D, J = 9 Hz, CON//)

8,07 (3H, S.e., CH2N//3+)

7.94 (2H,D, J =8 Hz, aromás//2'-és 6'-helyzetben)

7.70 (3H, D, J = 8 Hz, aromás H 3'- és 5'-helyzetben)

6.95 (1H, S, //tiazol)

6.00 (1H, DD,Jí = 9Hz,J2 = 4Hz,//7)

5.40 (1H, D,»J = 13 Hz, C//20C0)

4.98 (1H, D, J = 4 Hz, H6)

4.80 (1H, D, J = 13 Hz, C//2OCO)

4,05 (1H, D, J = 17 Hz, C//2SO)

3.80 (3H, M, C//2SO és C//2NH3+)

1,48 (6H, 2S, (C//3)2C).

SR 42 471 NMR-spektruma (87) 250 MHz-en: 5 (ppm)

8,75 (1H, D, J = 9 Hz, CON//)

8.50 (1H, S.e., N//2+piperidin)

8.40 (1H, S.e., N//2+piperidin)

7.40 (2H, S.e., N//2 tiazol)

6.78 (1H, S, //tiazol)

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

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

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

4.68 (1H, D, J = 13 Hz, C//2OCO)

3,92 (1H, D, J = 17 Hz, C//2SO)

3.60 (1H, D, J = 17 Hz, C//2SO)

3.40 (1H,M,C//NH2+)

3.25 (1H,M,C//2NH2+).

2.89 (I^M.O/jNHî")

2.60 (2H, 2D szuperponálódva, J = 7 Hz, C//2OCO)

2.40 (4H,M,(g))

i ,85 (5H, M, piperidin 3—//-je és (h))

1.45 (3H, M, piperidin 3-//-je).

SR 42 472 NMR-spektruma (88) 250 MHz-en: 5 (ppm)

8.80 (1H, D, J = 9 Hz, CON//)

8.60 (1H, S.e., N//2+ piperidin)

8.45 (1H, S.e., N//2+ piperidin)

7.25 (2H, S.e.. N//2 tiazol)

6.79 (1H,S,//tiazol)

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

5.16 (1H, D, J = 13 {iz, C//20C0)

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

4.69 (1H, D, J = 13 Hz, C//2OCO)

3.90 (1H, D, J = 17 Hz, C//2SO)

3.60 (1H, D, J = 17 Hz, C//2SO)

3,24 (2H, M, piperidin NH2+-jéhez képest a-helyzetű CH2)

2.70 (2H, M, piperidin NH2+-jéhez képest a-helyzetű C//2)

2.40 (6H, M, (g) és CH2COO)

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