(6R,7R)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(phosphonocarbamoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid → Cefuroxime

HRID 894826

Reaktionsgleichung

Reaktionsgleichung von HRID 894826
P([NH:5][C:6]([O:8][CH2:9][C:10]1[CH2:11][S:12][C@@H:13]2[C@H:20]([NH:21][C:22](=[O:32])/[C:23](/[C:27]3[O:28][CH:29]=[CH:30][CH:31]=3)=[N:24]\[O:25][CH3:26])[C:19](=[O:33])[N:14]2[C:15]=1[C:16]([OH:18])=[O:17])=[O:7])(O)(O)=O>O.O1CCOCC1>[C:6]([O:8][CH2:9][C:10]1[CH2:11][S:12][C@@H:13]2[C@H:20]([NH:21][C:22](=[O:32])/[C:23](/[C:27]3[O:28][CH:29]=[CH:30][CH:31]=3)=[N:24]\[O:25][CH3:26])[C:19](=[O:33])[N:14]2[C:15]=1[C:16]([OH:18])=[O:17])(=[O:7])[NH2:5]

Komponenten

4

Edukt 1

HCID 88760882(6R,7R)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(phosphonocarbamoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Produkt 1

HCID 5479529Cefuroxime

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of (6R,7R)-3-phosphonocarbamoyloxymethyl-7-[Z-2-(fur-2-yl)-2-methoxyiminoacetamido]ceph-3-em-4-carboxylic acid (0.35 g) in water (4 ml) and dioxan (1 ml) was kept successively at 40° for 5 hours, room temperature for 16 hours, 40° for 6 hours and 20° for 16 hours. The conversion to the title compound was monitored by t.l.c. A precipitate was formed and this was filtered off. The pH was altered from 4 to 7 by addition of saturated aqueous sodium bicarbonate solution.

Quellen und Nachweise

ORD-Eintrag
ord-bd40260fbe4b4d48b95539e02487ee8f
Quelldatensatz
uspto-grants-1981_08
Patentnummer
US04284766

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