Reacción #71872

Ecuación de reacción

serine methyl ester hydrochloride

3-methoxy-4-nitrobenzoic acid

WSC hydrochloride

N,N-diisopropylethylamine

→

title compound

Rendimiento 69.0%

N-(3-Methoxy-4-nitrobenzoyl)serine methyl ester

Rendimiento 69.0%

Disolventes

Dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe reaction solution was washed with water and brine
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Concentraciónconcentrated under reduced pressure
4. 4
   OtroThe residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/2, 1/1, 2/1, 1/0)

Procedimiento

Dichloromethane (80 mL) was added to serine methyl ester hydrochloride (2.64 g, 17 mmol), 3-methoxy-4-nitrobenzoic acid (3 g, 15.2 mmol), WSC hydrochloride (3.83 g, 20 mmol), DMAP (0.18 g, 1.5 mmol) and N,N-diisopropylethylamine (2.58 g, 20 mmol), and the mixture was stirred at room temperature for one day. 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, 2/1, 1/0) to obtain 3.11 g of the title compound as a colorless solid (69%).

Fuente