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

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191 658

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4.74 (1H, D, J = 13Hz,Ctf2OCO)

3.95 (1H, AB A-ja, J — 17 Hz, C//2SO)

3,61 (1H, ABB-je, J= 17 Hz, C/f2SO)

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

2,10 (2H, M, CH2 ciklopentán)

1,90 (2H, M, (c))

1.80 (6H, M, CH2 ciklopentán)

SR 42 211 NMR-spektruma (58) 250 MHz-en: 8 (ppm)

8.75 (í H, D, J — 9 Hz, CON//)

7.70 (3H, S.e., N//3+)

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

6,84 (1H, S,//tiazol)

5,89 (lH,DD,J, = 9Hz,J2 = 4Hz,//7)

5.13 (lH,D,J=13Hz,C//2OCO)

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

4.55 (3H, M, CH2ON és CH2OCO)

3.82 (1H, AB A-ja, J = 17 Hz, CH2SO)

3.55 (1H, ABB-je, J = 17 Hz, C//2SO)

2.60 (2H,M,C//2NH2)

2,21 (1H, M, C//C02)

1.80 (4H,M,C//2 ciklohexán)

1,45 (1H,M,C//CH2NH2)

1,25 (2H,M, CH2 ciklohexán)

0,90 (2H, M, CH2 ciklohexán).

SR 42 212 NMR-spektruma (59) 250 MHz-en: S (ppm)

8,67 (1H, D, J = 9 Hz, CON//)

7.70 (3H, S.e., N//3+)

7.30 (3H, Se., N//3+)

6.82 (1H, S, //tiazol)

5.94 (1H, DD,31=9Hz,J2 = 4Hz,/77) ■

5.13 (1H, D, J == 13 Hz,CH2OCO)

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

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

3.87 (3 H, AB AJa, J = 17 Hz, Cí/2SO)

3.55 (2H, ABB-je, J = Í7 Hz, C//2SO)

2.60 (2H. M, C//2NH2)

2,00-2,50 (5H,M,(b) és (d))

1,60-2,00 (6H,M,(b) és (d))

1,10-1,60 (3H,M,(b) és (d))

0,90 (2H,M, (b) és (d)).

SR 42 213 NMR-spektruma (60) 250 MHz-en: ő (ppm)

8.60 (lH,2D,J = 9Hz,CON//)*

7.70 (3H, S.e.,N7/3+)

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

6.82 (1H,2S,//tiazol)*

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

5.13 (1H, D, J = 13 Hz, C//2OCO)

4.95 (1H,2D,//6)*

4.60 (2H, M, CH2OCO és CHON)

3,86 (1H, 2D, J = 17 Hz, CH2SO)*

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

2.75 (2H, M, C7/2NH2)

2,40 (2H, T, J = 7 Hz, C//2C02)

1.75 (2H, M, CH2C7/2CH2NH2)

1,39 (3H, D, J = 7 Hz, C7/3CH).

SR 42 214 NMR-spektruma (61) 250 MHz-en: 5 (ppm)

8.70 (1H, 2D, J = 9 Hz, CON//)*

7.70 (311, S.e., N//3+)

7.30 (3H,S.e.,N/73+)

6.82 (1H, 2S,H tiazol)*

5.95 (1 H, DD, Jj = 9 Hz, J2 = 4 Hz,H7)

5.12 (1H,D, J = 13 Hz, CH2OCO)

4.94 (1H,2D,//6)*

4.60 (2H, M, 77CON és CH2OCO)

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

3.55 (1H, ABB-je, J = 17 Hz, Ctf2SO)

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

2,31 (2H, M, CH2C02)

1,50 (4H, M, CH2C//2C//2CH2NH2)

1.45 (3H, D, J = 7 Hz, C/73CH).

SR 42 215 NMR-spektruma (62) 250 MHz-en: 8 (ppm)

8.60 (2H,M,CON//,N7/3+)

8,40 (1H, S.e., N/72+)

7.30 (3H,S.e.,N673+)

6.82 (1H, 2S,H tiazol)*

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

5,14 (1H, D, J = 13 Hz, CH2OCO)

4.95 (lH,2D,//6)*

4.60 (2H, M, C77—ON ésCtf2OCO)

3,88 (1H, 2D, J = 17 Hz, CH2SO)

3.55 (1H, D, J= 17 Hz, CH2SO)

3.20 (2H, M, C/72NH-C/72)

2.95 (2H, M, CH2NH—CH2)

2.66 (1H,M,C//C02)

1.95 (2H,M,(e))

1.70 (2H,M,(e))

1.45 (3H, D, J = 7 Hz, C//3CH).

SR 42 216 NMR-spektruma (63) 250 MHz-en: 5 (ppm)

8.70 (1H, 2D, J = 9 Hz, CONH)*

8.20 (3H,S.e.,NH3+)

7.95 (2H, D, 3 = 8 Hz,Horto C02)

7.55 (2H, D, J = 8 Hz,H méta C02)

7.30 (3H, S.e., NH3+)

6.82 (1H,2S,//tiazol)*

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

5.44 (lH,D,J = 13Hz,C//2OCO)

4.96 (1H,2D,H6)*

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

4.60 (1H, Q, J = 7 Hz, Ci/ON)

4,10 ' (2H, M, CH2NH2)

3,90 (lH,D,J = 17Hz,CH2SO)

3.70 (lH,D,J = 17Hz,CH2SO)

1.45 (3H, D, J = 7 Hz, Ctf3CH).

f R 42 217 NMR-spektruma (64) 250 MHz-en: 6 (ppm)

8.60 (1H, 2D, J = 9 Hz, CON//)*

7.70 (3H, S.e., N/73+)

6.80 (1H,2S,//tiazol)

5.95 (lH,DD,J1 = 9Hz,J2 = 4Hz,/77)

4,00-6,00 (5H, S.e., N//3+, C02H)

5.13 (1H, D, J = 13 Hz, C7/2OCO)

4.95 (1H,2D,776)*

4.60 (2H, M, CH2OCO és C//ON)

3.86 (1H, AB A-ja, J = 17 Hz, CHtSO)

3.55 (1H, ABB-je, J = 17 Hz, C//2SO)

2.61 (2H, M, C7/2NH2)

2.21 (1H,M,C//C02)

1.80 (4H,M,(f))

1.45 (3H,D, J = 7Hz,Ctf3CH)

1,25 (2H,M,(f))

0,90 (2H,M,(0).

SR 42 320 NMR-spektruma (65) 250 MHz-en: 6 (ppm)

8.66 (1H, D, J = 9 Hz, CON/f)

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