反応 #71852

反応方程式

threonine methyl ester hydrochloride

4-nitrobenzoic acid

WSC hydrochloride

HOBt

N,N-diisopropylethylamine

→

title compound

収率 94.1%

N-(4-Nitrobenzoyl)threonine methyl ester

収率 94.1%

溶媒

Dichloromethane

反応条件

後処理

1. 1
   洗浄The reaction solution was washed with water and brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   濃縮concentrated under reduced pressure
4. 4
   その他The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/2, 1/1, 1/2)

実験手順

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%).

出典