Sodium Iodide → HCID 178480376, Verbindung

HRID 1614064Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1614064
[I-:1].[Na+].[C:3]([O:7][C:8]([NH:10][C@@H:11]1[C:36](=[O:37])[N:13]2[C:14]([C:20]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])=[C:15]([CH2:18]Cl)[CH2:16][S:17][C@H:12]12)=[O:9])([CH3:6])([CH3:5])[CH3:4].[CH3:38][N:39]1[CH:43]=[CH:42][CH:41]=[N:40]1.O1CCCC1>CC(C)=O.O.C(OCC)(=O)C>[I-:1].[C:3]([O:7][C:8]([NH:10][C@@H:11]1[C:36](=[O:37])[N:13]2[C:14]([C:20]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])=[C:15]([CH2:18][N+:40]3[N:39]([CH3:38])[CH:43]=[CH:42][CH:41]=3)[CH2:16][S:17][C@H:12]12)=[O:9])([CH3:6])([CH3:5])[CH3:4]

Komponenten

8

Edukt 4

HCID 5238Sodium IodideHCID 8028TetrahydrofuranHCID 702551H-Pyrazole, 1-methyl-HCID 11756232(6R,7R)-Benzhydryl 7-((tert-butoxycarbonyl)amino)-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Produkt 1

HCID 178480376HCID 178480376, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of sodium iodide (1.46 g) in acetone (5 ml) was added benzhydryl 7β-tert-butoxycarbonylamino-3-chloromethyl-3-cephem-4-carboxylate (5 g) at ambient temperature. The mixture was stirred at the same temperature for 10 minutes and N-methylpyrazole (5 ml) was added thereto. The resultant mixture was stirred at the same temperature for 24 hours and poured into a mixture of tetrahydrofuran (25 ml), ethyl acetate (25 ml) and water (25 ml). The separated organic layer was washed with brine, and dried over magnesium sulfate. The solution was evaporated in vacuo to give benzhydryl 7β-tert-butoxycarbonylamino-3-(2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate iodide (6.45 g), the physical data of which were identical to those of the compound prepared in Preparation 3.

Aufarbeitung

  1. washThe separated organic layer was washed with brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solution was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d15367ac8ad04709b3e5de3375304496
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05194432

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