Scope and Limitations of an Efficient Peptide Coupling Method for the Synthesis of NFurylamino and N-Feruloylamino Acid Derivatives. Application to the Synthesis of Natural Antioxidant trans-Clovamide

Influence of numerous parameters (solvent, base, coupling reagent) in the coupling of conjugated carboxylic acid with methyl ester amino acids hydrochloride, allowing the synthesis of various substituted amino acid derivatives, has been investigated. Usefulness of this method is illustrated in the synthesis of trans-clovamide. This natural polyphenol compound, whose synthesis is correlated with resistance to plant disease, presents important antioxidant activities.