6-Aminohexanoic Acid → 6-Maleimidohexanoic acid

HRID 1075368

Reaction equation

HRID 1075368 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH2:8]([CH2:14][CH2:15][NH2:16])[CH2:9][CH2:10][C:11]([OH:13])=[O:12]>C(O)(=O)C>[C:1]1(=[O:6])[N:16]([CH2:15][CH2:14][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])[C:4](=[O:5])[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 5646-Aminohexanoic AcidHCID 7923Maleic Anhydride

Product 1

HCID 5736836-Maleimidohexanoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The symmetrical anhydride of 6-Maleimidocaproic acid (Compound 24, FIG. 5) was prepared by the reaction of maleic anhydride and ε-Amino-n-caproic acid in the presence of acetic acid to give 6-Maleimidocaproic acid (Compound 23) which was then converted to Compound 24 using dicyclohexyl carbodiimide (DCCI).

Sources & evidence

ORD record
ord-8380e9c22033478e94ea68707f91a745
Source dataset
uspto-grants-1999_05
Patent number
US05900237

Linked notes

Loading…