Synthesis of α-CF3-containing triazolyl amino acids as potential neurotransmitters via click-reaction

•α-CF3-containing triazolyl α-amino acid derivatives as potential neurotransmitters.•Synthesis of homologous azaglutamate derivatives.•The methods for the selective removal of protective groups have been developed.

A convenient route to novel α-CF3-containing triazolyl α-amino acids and α-aminophosphonates with 3-alanyl substituent in heterocyclic moiety and distal OH-group, which can imitate the active elements of glutamate-based receptors, using Cu-catalyzed 1,3-dipolar cycloaddition of different α-azido acids and α-azido esters to functionalized acetylenes has been developed.

Graphical abstractA convenient route to novel α-CF3-containing triazolyl α-amino acids and α-aminophosphonates as potential neurotransmitters has been developed.Figure optionsDownload full-size imageDownload as PowerPoint slide