M. Slebioda, MESO-IONIC 4-BENZYL-2-PHENYL-1,3-OXAZOLIUM-5-OLATE BY-PRODUCT FOUND IN CARBODIIMIDE-MEDIATED PEPTIDE-SYNTHESIS, Polish Journal of Chemistry, 71(8), 1997, pp. 1045-1048
Formation of 4-benzyl-2-phenyl-1,3-oxazolium-5-olate was observed duri
ng carbodiimide-mediated N-benzoyl-phenylalanyl-leucine methyl ester s
ynthesis. This mesoionic compound can also be obtained by tautomeric t
ransformation of 4-benzyl-2-phenyl-5(4H)-oxazolone in yield (3% to 60%
) depending on the type of solvent and tertiary amine catalyst used.