Reaktionsgleichung
[NH2:1][CH:2]1[C:28](=[O:29])[N:4]2[C:5]([C:25]([OH:27])=[O:26])=[C:6]([CH2:9][S:10][C:11]3[S:12][C:13]([CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[N:14][N:15]=3)[CH2:7][S:8][C@H:3]12.C[Si](CC(N)=O)(C)C.C[Si](C([Si](C)(C)C)C(N)=O)(C)C.P(Cl)(Cl)(Cl)=O.[CH:55]([NH:57][C:58]1[S:59][CH:60]=[C:61]([C:63](=[N:67][O:68][CH3:69])[C:64](O)=[O:65])[N:62]=1)=[O:56]>C(OCC)(=O)C.CN(C)C=O>[CH:55]([NH:57][C:58]1[S:59][CH:60]=[C:61]([C:63](=[N:67][O:68][CH3:69])[C:64]([NH:1][CH:2]2[C:28](=[O:29])[N:4]3[C:5]([C:25]([OH:27])=[O:26])=[C:6]([CH2:9][S:10][C:11]4[S:12][C:13]([CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[N:14][N:15]=4)[CH2:7][S:8][C@H:3]23)=[O:65])[N:62]=1)=[O:56]Komponenten
8
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A solution of 7-amino-3-(5-t-butoxycarbonylaminomethyl-1,3,4-thiadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid (4.6 g), trimethylsilylacetamide (7.86 g) and bis(trimethylsilyl)acetamide (4.0 g) in ethyl acetate (50 ml) and a solution of dimethylformamide (0.804 g), phosphoryl chloride (1.69 g) and 2-(2-formamidothiazol-4-yl)-2-methoxyiminoacetic acid (syn isomer, 12.3 g) were treated in a similar manner to that of Example 1-(1) to give 7-[2-(2-formamidothiazol-4-yl)-2-methoxyiminoacetamido]-3-(5-t-butoxycarbonylaminomethyl-1,3,4-thiadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid (syn isomer, 4.2 g).
Quellen und Nachweise
- ORD-Eintrag
- ord-873eb7c406b344188f0b6087545b6f72
- Quelldatensatz
- uspto-grants-1980_09
- Patentnummer
- US04220761
Verknüpfte Notizen
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