Réaction #1904038

ord-b9190018bb9a41e0888f68096d43b3c7

Équation de réaction

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

Conditions de réaction

Température
0°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrefitted with a condenser and nitrogen inlet
  2. 2
    Températurerefluxed for 6 hours
  3. 3
    FiltrationThe triethyl amine hydrochloride is filtered
  4. 4
    Concentrationthe filtrate is concentrated
  5. 5
    Autreby removing the solvent under vacuum
  6. 6
    AutreThe residue is used directly for the subsequent reaction
  7. 7
    AutreThe residue can be purified by chromatography on silica gel

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07597882B2uspto-grants-2009_10