Synthesis and Study of the Rate of Aminolysis of O-(acylaminoacyl)oximes of Formylpyridines and Pyridyl Methyl Ketones

A number of O-(benzyloxycarbonylglycyl) derivatives of alkyl-, phenyl-, and pyridyl-substituted oximes were synthesized, and their chemical properties and reactivities under aminolysis conditions were studied. The principal factor that determines the reactivities of the investigated compounds during the formation of a peptide bond is the presence of a weakly acidic catalyst; the different reactivities of the compounds under the same conditions are due to the influence of the electron-acceptor effects of the substituents attached to the carbon atom of the oxime group.