2812-35-3Relevant academic research and scientific papers
Etude par la Modelisation Moleculaire de la Regioselectivite de l'Ouverture des Acides Glycidiques par les Amines Aliphatiques
Grosjean, F.,Huche, M.,Larcheveque, M.,Legendre, J. J.,Petit, Y.
, p. 9325 - 9334 (1994)
A model for glycidic acids opening reaction by ammonia and amines has been suggested from semi-empiric orbital calculations.It provides a way for evaluating the different interactions between the incoming nucleophile and the oxirane substituents.Steric and coulombic interactions of the carboxylate in staggered conformation (cis substitution) has a major influence to rationalize experimental regioselectivity.
Anodic Oxidation of Amines. IX. Anodic Oxidation Process of α-Amino Acids in Aqueous Buffer of pH 10
Masui, Masaichiro,Kamada, Yoshiyuki,Iizuka, Taeko,Ozaki, Shigeko
, p. 4740 - 4745 (2007/10/02)
Anodic oxidation of α-amino acids with and without a β-hydroxy group was investigated by cyclic voltammetry and controlled potential electrolysis in aqueous carbonate buffer of pH 10.The first wave of the α-amino acids is developed at nearly the same potentials as those observed for the corresponding simple aliphatic amines, showing that a β-hydroxy group does not significantly decrease the first oxidation potential, in contrast to the case of β-alkanolamines.Decarboxylation accompanied by dealkylation is the main reaction process, and a small amount of C-C bond fission also occurs only in the case of the β-hydroxy amino acids.Keywords - α-amino acid; anodic oxidation; decarboxylation; carbon-nitrogen bond fission; carbon-carbon bond fission; aldehyde; N-methyl-α-amino acid; N,N-dimethyl-α-amino acid.
