Reaktion #71852

Reaktionsgleichung

threonine methyl ester hydrochloride

4-nitrobenzoic acid

WSC hydrochloride

HOBt

N,N-diisopropylethylamine

→

title compound

Ausbeute 94.1%

N-(4-Nitrobenzoyl)threonine methyl ester

Ausbeute 94.1%

Lösungsmittel

Dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe reaction solution was washed with water and brine
2. 2
   Trocknendried over anhydrous magnesium sulfate
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   SonstigeThe residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/2, 1/1, 1/2)

Vorschrift

Dichloromethane (80 mL) was added to threonine methyl ester hydrochloride (3.39 g, 20 mmol), 4-nitrobenzoic acid (3.34 g, 20 mmol), WSC hydrochloride (3.83 g, 20 mmol), HOBt (2.87 g, 20 mmol) and N,N-diisopropylethylamine (2.58 g, 20 mmol), and the mixture was stirred at room temperature for three days. The reaction solution was washed with water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/2, 1/1, 1/2) to obtain 5.31 g of the title compound as a colorless solid (94%).

Quelle