Potassium → 3-methylbutanoyloxymethyl (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

HRID 543530

Reaktionsgleichung

Reaktionsgleichung von HRID 543530
[CH3:1][CH:2]([CH3:9])[CH2:3][C:4]([O:6][CH2:7]Br)=[O:5].[C:10]([O:13][CH2:14][C:15]1[CH2:16][S:17][C@@H:18]2[C@H:25]([NH:26][C:27](=[O:37])/[C:28](/[C:32]3[O:33][CH:34]=[CH:35][CH:36]=3)=[N:29]\[O:30][CH3:31])[C:24](=[O:38])[N:19]2[C:20]=1[C:21]([OH:23])=[O:22])(=[O:12])[NH2:11].[K]>CN(C)C=O>[C:10]([O:13][CH2:14][C:15]1[CH2:16][S:17][C@@H:18]2[C@H:25]([NH:26][C:27](=[O:37])/[C:28](/[C:32]3[O:33][CH:34]=[CH:35][CH:36]=3)=[N:29]\[O:30][CH3:31])[C:24](=[O:38])[N:19]2[C:20]=1[C:21]([O:23][CH2:7][O:6][C:4](=[O:5])[CH2:3][CH:2]([CH3:9])[CH3:1])=[O:22])(=[O:12])[NH2:11]

Komponenten

5

Edukt 3

HCID 5462222PotassiumHCID 5479529CefuroximeHCID 20461839Bromomethyl 3-methylbutanoate

Produkt 1

HCID 1777141623-methylbutanoyloxymethyl (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Bromomethyl 3-methylbutanoate (1.328 g, 6.7 mmole) was added to a solution of (6R,7R)-3-carbamoyloxymethyl-7-[(Z)-2-(fur-2-yl)-2-methoxyiminoacetamido]ceph-3-em-4-carboxylic acid, potassium salt (2.772 g, 6 mmole) in purified N,N dimethylformamide (18 ml). The mixture was allowed to react for 15 minutes and was then worked up as described in Example 4 to give the slightly impure title compound (2.809 g).

Aufarbeitung

  1. customto react for 15 minutes

Quellen und Nachweise

ORD-Eintrag
ord-5b20fdeb2ec84f16ac26925f939f7bc5
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04446317

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