L-Aspartic Acid → HCID 68650419, compound

HRID 1816856Notes

Reaction equation

HRID 1816856 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5].C([N:12](CC)CC)C.C(Cl)(=O)CCC(Cl)=O>O1CCCC1>[C:4]1(=[O:5])[NH:12][C:7](=[O:9])[CH2:2][CH2:3]1.[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 5960L-Aspartic AcidHCID 8471TriethylamineHCID 10970Succinyl chloride

Product 1

HCID 68650419HCID 68650419, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

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.

Workup

  1. customfitted with a condenser and nitrogen inlet
  2. temperaturerefluxed for 6 hours
  3. filtrationThe triethyl amine hydrochloride is filtered
  4. concentrationthe filtrate is concentrated
  5. customby removing the solvent under vacuum
  6. customThe residue is used directly for the subsequent reaction
  7. customThe residue can be purified by chromatography on silica gel

Sources & evidence

ORD record
ord-b9190018bb9a41e0888f68096d43b3c7
Source dataset
uspto-grants-2009_10
Patent number
US07597882B2

Reaction notes

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