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

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191 658

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5.98 (1 H, DD, Jj = 9 Hz, J2 = 4 Hz, //7)

5,42 (1H, D, J = 13 Hz, C.H2OCO)

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

4.80 (1H, D, J = 13 Hz, CH2OCO)

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

3.75 (1H, D, J = 17 Hz, C//2SO)

3.05 (2H, M, CH2C//2NH3+)

2.70 (211, T, J = 7 Hz, C7/2CH2NH3+)

2.40 (4H, M, (g))

1.90 (2H,M,(h)).

SR 42 675 NMR-spektruma (112) 250 MHz-en: S (ppm)

8.80 (1H,D, J = 9 Hz,CON/ï)

7.90 (3H,S.e.,CH2N7/'3+)

6.80 (1H, S,//tiazol)

5.95 (1H,DD,J1 = 9Hz,J2 = 4Hz,//7)

5.17 (1H, 2D, J = 13 Hz, C//2OCO)

4.96 (1H, D, J = 4 Hz, H6)

4.60 (1 H, D, J = 13 Hz, CH2OCO)

4.18 (1H, M, piperidin ekvatoriális H2)

3.90 (3H, M, C//2NH3+ és C//2S0)

3,58 (2H, M, C//2S0 és piperidin ekvatoriális H6)

3.06 (ÍH, M, piperidin axíális//2)

2.75 (1H, M, piperidin axiàlis//6)

2.60 ( 1H, M, piperidin H4)

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

1.80 (4H, (h) és piperidin H3 és Hs)

1,50 (2H, (h), ás piperidin H3 és //3).

SR 42 676 NMR-spektruma (113) 250 MHz-en: 5 (ppm)

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

8.40 (3H,S.e.,CHN^3+)

8,13 (1H, S, aromás H 6’-helyzetben)

8.00 (1H, D, J = 8 Hz, aromás H 2'-helyzetben)

7,64 (1H, D, J = 8 Hz, aromás H 3'-helyzetben)

6.97 (1H, S, // tiazol)

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

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

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

4.86 (1H, D, J = 13 Hz, C//2OCO)

4.19 (2H, M, C//2NH3*)

4.10 (1H, D, J = 17 Hz, C//2SO)

3.76 (1H, D, J = 17 Hz, C/72SO)

1.45 (6H, 2S, (CffsfcC).

SR 42 677 NMR-spektruma (114) 250 MHz-en: 5 (ppm)

8,72 (1H, D, J = 9 Hz, CON//)

8.40 (SH^.e^CHjNi/s*)

8.11 (2H,M, aromás H 2'- és 6'-helyzetben)

7.86 (111, M, aromás // 3'-helyzetben)

6.99 (1H, S,//tiazol)

6.01 (1H,DD, J1 = 9Hz,.T2 = 4Hz,//7)

5.46 (1H, D, J = 13 Hz, CH2OCO)

5,00 (1H, D, J = 4 Hz, H6)

4,89 (1H, D, J = 13 Hz, CH2OCO)

4,18 (2H,M,C//2NH34)

4.06 (1H, D, J = 17 Hz, CH2SO)

3,78 (1 H, D, J = 17 Hz, C//2SO)

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

SR 42 687 NMR-spektruma (115) 250 MHz-en: 5 (ppm)

10,20 (IH.S.e., aromás N//CO)

8.70 (111, D, J = 9 Hz, CON//)

8,16 (1 M, S.e., aromás H 2’-helyzetben)

7,84 (1H, D, J = 8 Hz, aromás H 6'-helyzetben)

7,66 (3H, S.e., CH2NH3*)

7,60 (1H, D, J = 8 Hz, aromás H 4'-helyzetben)

7.45 (1H, T, J = 8 Hz, aromás// 5'-helyzetben)

6,97 (1H, S, //tiazol)

6.00 (1H,DD,J1 = 9Hz,J2 = 4Hz,^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)

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

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

2.81 (2H, M, C//2—NHj*)

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

1.82 (2H, M, C//2CH2C02)

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

SR 42 688 NMR-spektruma (116) 250 MHz-en: 5 (ppm)

10,30

(1H, S.e., aromás NZ/CO)

8,70

(1H, D, J = 9 Hz, CONH)

7,90

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

7,67

(1H, D, J = 8 Hz, aromás//3'-és 5'-helyzetben)

7,60

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

6,95

(1H, S, H tiazol)

6,00

(1H, DD, Jt = 9 Hz, J2 = 4 Hz,

Hn)

5,42

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

4,98

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

4,79

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

4,06

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

3,75

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

2,79

(2H, M, C//2NH3^

2,42

(2H, M, C//2—CONH-aromás)

1,84

(2H, M, C//2CH2NH3+)

1,48

(6H, 2S,(CH3)2C).

SR 42 689 NMR-spektruma (117) 250 i

MHz-en: S (ppm)

10,30

(1H, S.e., aromás N//CO)

8,75

(1H, D, J = 9 Hz, N//CO)

7,84

(2H, D, J = 8 Hz, aromás H 2'-és 6’-helyzet ben)

7,72

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

7,60

(3H, S.e., CHjN^s4)

6,97

(1H, S, //tiazol)

6,00

(1H, DD, Ji = 9 Hz, J2 = 4 Hz,

//7)

5,40

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

4,90

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

4,78

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

4,05

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

3.75 (111, D, J = 17 Hz, C//2SO)

2.75 (2H, M, C//2NH3*)

2,36 (2H, M, C//2CONH aromás) 1,58 (4H,M, COCHíÍC/ZOjNH,^

1,45

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

SR 42 690 NMR-spektruma (118) 250 MHz-12,70

(1H, S.e., N//CO tiazol)

8,65

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

8,20

(3H, S.e., C^NZ/a4)

6,93

(1H, S, H tiazol)

6,00

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

5,45

(11I,D, J = 13 Hz,C//2OCO)

5,02

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

4,75

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

4,02

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

3,90

(2H, M, C.H2 glicin)

3,70

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

2,50

(3H, S, CH3 tiazol)

1,45

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

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