74421-70-8Relevant articles and documents
Formation of a-amino-acid amides and α-hydroxy-acid amides by degradation of sugars with primary amines
Buettner, Ulf,Gerum, Fraenzi,Severin, Theodor
, p. 265 - 269 (1997)
Reactions of glucose and ribose with an excess of propylamine in phosphate buffered nearly neutral solution lead to the formation of N-propylalanine propylamide, N-propylglycine propylamide, lactic acid propylamide, and glycolic acid propylamide. The production of these amides is favoured by alkaline conditions. These model reactions represent a new mechanism for cross-linking of proteins, through lysine side chains by sugars.
Inexpensive Reagents for the Synthesis of Amides from Esters and for Regioselective Opening of Epoxides
Solladie-Cavallo, A.,Bencheqroun, M.
, p. 5831 - 5834 (2007/10/02)
Lithium aluminum amides , 6a-6d, easily prepared in Et2O or THF from 1 equiv of LiAlH4 and 5 equiv of amine, proved to be efficient reagents for the synthesis of secondary amides from esters (ca. 100 percent with unhindered amines and 92 percent with t-BuNH2).They also open aryl epoxides with very high regioselectivity to give 97-98 percent of the β-amino-α-arylethanols (corresponding to the SN2 mechanism).
Photochemical Reactions of N-Alkyl-α-oxoamides
Aoyama, Hiromu,Sakamoto, Masami,Omote, Yoshimori
, p. 1357 - 1359 (2007/10/02)
Photolysis of N-alkyl-α-oxoamides gave oxazolidin-4-ones or β-lactams as major products as in the case of NN-dialkyl-α-oxoamides.The formation of cyclohexanone in the photolysis of N-cyclohexylbenzoylformamide in an aqueous acidic medium was most reasonably explained by hydrolysis of an intermediate, N-cyclohexylidenemandelamide.
