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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18380Erstellt: 26. Oktober 2026

Citric Acid → 3-[N-(t-butoxycarbonyl)-N-(2-cyclohexylethyl)amino]propionic acid

https://huagongshe.com/reaction/18380

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCitric AcidHCID 311—
EduktTriethylamineHCID 8471—
EduktCarbonic acid, bis(1,1-dimethylethyl) esterHCID 10219638—
Edukt3-[N-(2-cyclohexylethyl)amino]propionic acid hydrochlorideHCID 57440791—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-[N-(t-butoxycarbonyl)-N-(2-cyclohexylethyl)amino]propionic acidHCID 1213662462,8%

Reaktionsschritte

Next, tetrahydrofuran (8 ml) was added to 3-[N-(2-cyclohexylethyl)amino]propionic acid hydrochloride (1.0 g, 4.2 mmol), and the mixture was stirred at room temperature. Di-t-butyl carbonate (1.1 g, 5.1 mmol) and triethylamine (1.3 ml, 9.3 mmol) were added to the mixture, the whole was stirred overnight, and then a 5% aqueous citric acid solution (10 ml) was added to the reaction mixture. The whole was extracted with chloroform (60 ml), and the obtained organic layer was washed with saturated brine (20 ml), dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give 3-[N-(t-butoxycarbonyl)-N-(2-cyclohexylethyl)amino]propionic acid (0.79 g, 62%) as a colorless oily matter.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741346B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-10666381b4cd4c60a31ed72d872c318e
Quellennotizuspto-grants-2010_06