Reacción #1904038

ord-b9190018bb9a41e0888f68096d43b3c7

Ecuación de reacción

N[C@@H](CC(=O)O)C(=O)O
aspartic acid
CCN(CC)CC
triethyl amine
O=C(Cl)CCC(=O)Cl
succinyl chloride
N[C@@H](CC(=O)O)C(=O)O.O=C1CCC(=O)N1
Aspartic Acid Succinimide

Disolventes

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrofitted with a condenser and nitrogen inlet
  2. 2
    Temperaturarefluxed for 6 hours
  3. 3
    FiltraciónThe triethyl amine hydrochloride is filtered
  4. 4
    Concentraciónthe filtrate is concentrated
  5. 5
    Otroby removing the solvent under vacuum
  6. 6
    OtroThe residue is used directly for the subsequent reaction
  7. 7
    OtroThe residue can be purified by chromatography on silica gel

Procedimiento

This example that demonstrates how this method could be performed. 9.4 g aspartic acid, 10 ml triethyl amine and 100 ml tetrahydrofuran are transferred into a 100 ml flask fitted with a condenser and nitrogen inlet. The mixture is cooled to 0° C. and 5 g succinyl chloride is added and the mixture stirred under nitrogen atmosphere for 5 min and refluxed for 6 hours. The triethyl amine hydrochloride is filtered and the filtrate is concentrated by removing the solvent under vacuum. The residue is used directly for the subsequent reaction. The residue can be purified by chromatography on silica gel.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07597882B2uspto-grants-2009_10