Reacción #169664

Ecuación de reacción

niacin

N-methyl morpholine

EDCI.HCl

L-glutamic acid dimethyl ester

→

required product

Rendimiento 97.2%

2-benzoyl amino-pentane dioic acid dimethyl ester

Rendimiento 97.2%

Disolventes

DCM

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water (3×50 mL)
2. 2
   Secadodried over sodium sulphate
3. 3
   OtroThe crude product obtained upon evaporation of the solvent
4. 4
   Otrowas further purified by silica gel column chromatography

Procedimiento

To a solution of niacin (1.4 g, 11.42 mmol) in DCM (20 mL) were added N-methyl morpholine (3.76 mL, 34.2 mmol), EDCI.HCl (4.36 g, 34.2 mmol) and L-glutamic acid dimethyl ester (2.0 g, 11.42 mmol). The mixture was allowed to stir at room temperature (25° C.) over 3 h under nitrogen atmosphere. The resulting mixture was diluted with DCM (100 mL), washed with water (3×50 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was further purified by silica gel column chromatography to obtain required product as pale yellow oil (3.1 g, 73%).

Fuente