Sodium Bicarbonate → HCID 53793513, Verbindung

HRID 1979479Notizen

Reaktionsgleichung

C(=O)(O)[O-].[Na+].Br[CH:7]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=[CH:8]1.[O:15]=[C:16]1[NH:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[NH:19][CH2:18][CH:17]1[NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29]>CN(C)C=O>[O:15]=[C:16]1[NH:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[N:19]([CH:7]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=[CH:8]2)[CH2:18][CH:17]1[NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29]

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

Sodium bicarbonate (606 mg) and 3-bromocyclooctene (1.36 g) were added to a solution of 2-oxo-3-tert-butoxycarbonylamino-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (1 g) in N,N-dimethylformamide (20 ml), the mixture was stirred overnight at 80° C. After the reaction mixture was allowed to cool, ice-water was added thereto, extracted with ethyl acetate, the organic layer was washed with saturated brine. The resultant mixture was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and diisopropyl ether was added to the residue for crystallization, and collected by filtration, to thereby obtain 615 mg of the title compound as the mixture of diastereomer compounds.

Aufarbeitung

temperatureto cool
extractionextracted with ethyl acetate
washthe organic layer was washed with saturated brine
dry with materialThe resultant mixture was dried over anhydrous sodium sulfate
customthe solvent was evaporated under reduced pressure, and diisopropyl ether
additionwas added to the residue for crystallization
filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag: ord-b7eb6116ec344084b3f41a227c168e48
Quelldatensatz: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06239131B1

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