189014. lajstromszámú szabadalom • Eljárás difluor-metiltio-oxa-cefem-karbonsav-származékok előállítására

1 189 014 2 I. táblázat (folytatás) Sor­szám R2 R3 IR-spektrum (CHCI3) cm"' NMR (CDCI3), ppm 13. AOM H 14. POM H 15. POM H 16. Ftalid.il (polá- H ros izomer 17. (Apoláros izo­mer) 18. ECE (Poláros H izomer) 19. (Apoláros izomer) 20. indanil H 21. 4 - karboxi - H ftalidil - dl - elegy 3400, 1790, 1780, 1740, 1700, 1632. 3392, 1790, 1751, 1700, 1632. 3392, 1792, 1756, 1700, 1631. 3380, 1794, 1736, 1700. 3381, 1795, 1739, 1705. 3400, 1793, 1765, 1702. 3395, 1790, 1760, 1702. 3400, 1790, 1731, 1700. (CDC13+CD3S0CD3 (2:1): 2,13 (s, 3H), 3.51 (s, 3H), 3,56 (s, 2H), 3,93 (t, J = 6Hz), 4.29 (t, J = 6Hz, 2H), 4,35 (s, 2H), 4,61 (s, 2H), 5,06 (s, 1H), 5,83, 5,98 (q, J = 6Hz, 2H), 7.09 (t, J = 56Hz, 1H), 9,11 (1 H). 1,22 (s, 9H), 3,50 (s, 3H), 3,55 (s, 2H), 4,05 (t, J = 4,5Hz, 2H), 4,21 (s, 2H), 4,37 (t, J = 4,5Hz, 2H), 4,57 (s, 2H), 5,03 (s, 1H), 5,82, 5,95 (q, J = 6Hz, 2H), 6,92 (t, J=56Hz, 1H), 7,34 (s, 1H). 1,13 (s, 3H), 1,21 (s, 3H), 2,57, 2,66 (q, J = 6Hz, 1H), 3,53 (s, 3H), 3,56 (s, 2H), 4,03 (t, 4,5Hz, 2H), 4,23 (s, 2H), 4,37 (t, J = 4,5Hz, 2H), 4,59 (s, 2H), 5,04 (s, 1H), 5,83, 5,95 (ABq, J = 6Hz, 2H), 6,93 (t, J = 56Hz, 1H), 7,43 (s, 1H). (CDCI3 + CD3SOCD3 (1:1): 3,39 (s, 3H), 3.53 (s, 2H), 3,7-4,5 (m, 6H), 4,60 (s, 2H), 5,01 (s, 1H), 7,08 (t, J = 56Hz, 1H), 7,55 (s, 1H), 7,6-8,0 (m, 5H), 9,15 (s, 1H). (CDCI3 + CD3SCOD3 (1:1): 3,41 (s, 3H), 3,56 (s, 2H), 3,93 (t, J = 5,8Hz, 2H), 4,30 (s, 2H), 4,36 (t, J = 5,8Hz, 2H), 4,65 (s, 2H), 5,01 (s, 1H), 7,08 (t, J = 56Hz, 1H), 7,46 (s, 1H), 7,55-8,0 (m, 5H), 9,06 (s, 1H). 1.29 (t, J = 7,5Hz, 3H), 1,60 (d, J = 6Hz, 3H), 3.51 (s, 3H), 3,69 (s, 2H), 3,8-4,5 (m, 8H), 4,60 (s, 2H), 5,06 (s, 1H), 6,83, 6,95 (ABq, J = 5,6Hz, 1H), 6,96 (t, J = 56Hz, 1H), 7,55 (s, 1H). 1.30 (t, J = 7,5Hz, 3H), 1,60 (d, J = 6Hz, 3H), 3.53 (s, 3H), 3,60 (s, 2H), 3,9-4,5 (m, 8H), 4,63 (s, 2H), 5,06 (s, 1H), 6,83, 6,95 (ABq, J = 5,6Hz, 1H), 6,96 (t, J = 56Hz, 1H), 7,53 (s, 1H). 1.9 - 2,3 (m, 2H), 2,75 - 3,15 (m, 4H), 3,53 (s, 5H), 4,02 (széles s, 2H), 4,2-4,5 (m, 4H), 5,12 (s, 1H), 6,91 (t, J = 56Hz, 1H), 6,95-7,3 (m, 3H), 7,63 (s, 1H). (CD3COCD3): 3,11 (s, 3H), 3,42 (s, 2H), 3,71 (t, J = 5,8Hz, 2H), 3,8-4,4 (m, 4H), 4,46 (s, 2H), 4,80 (s, 1H), 6,96 (t, J=56Hz, 1H), 7,4-8,4 (m, 5H). 11

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