The reaction of anhydrides of N-carboxy-α-amino-acids with hydrochlorides of amines, resulting in hydrochlorides of α-amino-acid amides and derivatives, competes successfully with polymerisation of the aminoacid or with solvent interaction. The order of reactivity is the reverse of the basicity of the attacking amine. The dependence of the reaction on solvents, on temperature, on amount of acid present, and on the steric requirements of the amine, has been followed. Procedures were worked out for syntheses of: (a) amido-oxy-peptides of amino-oxyacetic acid, of canaline and its dioxopiperazine, (6) aminohydroxamic acids, and (c) N-aryl- and N-alkyl-amides of amino-acids.
|Number of pages||10|
|Journal||Journal of the Chemical Society|
|State||Published - 1 Dec 1964|
ASJC Scopus subject areas
- Chemistry (all)