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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1584758Erstellt: 27. Oktober 2026

Water → 1,1-Dimethylethyl 2-(4-(4-fluorophenyl)-1-piperazinyl)-2-oxo-1-(phenylmethyl)ethylcarbamate

https://huagongshe.com/reaction/1584758

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
EduktBoc-Phe-ONpHCID 111308—
Edukt1-(4-Fluorophenyl)piperazine dihydrochlorideHCID 16211916—
LösungsmittelDimethylformamideHCID 6228—
Produkt1,1-Dimethylethyl 2-(4-(4-fluorophenyl)-1-piperazinyl)-2-oxo-1-(phenylmethyl)ethylcarbamateHCID 5380473592,2%

Reaktionsschritte

To a solution of 1-(4-fluorophenyl)piperazine dihydrochloride (2.53 g, 10 mmol) in N,N-dimethylformamide (40 ml) were added triethylamine (2.8 ml, 20 mmol) and N-tert-butoxycarbonylphenylalanine p-nitrophenyl ester (2.65 g, 10 mmol) in the order mentioned and the mixture was stirred at room temperature overnight. This reaction mixture was poured into cold water and extracted with ethyl acetate. The extract was washed with 1% aqueous ammonia, saturated saline, 0.1N-hydrochloric acid, saturated saline, saturated aqueous sodium hydrogen carbonate solution, and saturated saline in the order mentioned and the organic layer was dried over anhydrous magnesium sulfate and further concentrated under reduced pressure. The residue was purified by silica gel column chromatography using chloroform-methanol (50:1) to provide 1,1-dimethylethyl 2-(4-(4-fluorophenyl)-1-piperazinyl)-2-oxo-1-(phenylmethyl)ethylcarbamate (2.7 g, 92.2%) as colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05935959
Quelldatensatzuspto-grants-1999_08
ORD IDord-7399c94bf60d46a6832e0fbc9c260721
Quellennotizuspto-grants-1999_08