A side reaction encountered in using the peptide coupling reagent N??ethoxycarbonyl??2??ethoxy??1, 2??dihydroquinoline (EEDQ)

JG Lombardino, SL Anderson…

Index: Lombardino,J.G. et al. Journal of Heterocyclic Chemistry, 1978 , vol. 15, p. 655 - 656

Full Text: HTML

Citation Number: 5

Abstract

Abstract An unusual side reaction has been found during an attempt to form an amide link between 2-aminothiazole and thiophene-2-carboxylic acid in the presence of EEDQ. Ethyl N- (-thiazolyl)-carbamate (3) was isolated in significant amounts indicating that 2- aminothiazole, and perhaps other heterocyclic amines, can react directly with EEDQ to form carbamates.