Non-phosgene route to unsymmetrical ureas from N-Cbz-alpha-amino acid amides

Faculty	Pharmacy	Year:	2013
Type of Publication:	Article	Pages:	5467-5469
Authors:	Zadeh, Ebrahim H. Ghazvini, Abo-Dya, Nader E, Sotuyo, Ania C, Ghiviriga, Ion, Hall, C. Dennis	DOI:	10.1016/j.tetlet.2013.07.141
Journal:	TETRAHEDRON LETTERS PERGAMON-ELSEVIER SCIENCE LTD	Volume:	54
Research Area:	Chemistry	ISSN	ISI:000324452100012
Keywords :	Urea synthesis, Rearrangement, Non-phosgene, alpha-Amino acid amides
Abstract:	A convenient method toward the synthesis of alpha-amino acid-derived unsymmetrical ureas 2 is described herein. This route involves an interesting rearrangement of amides of N-Cbz-alpha-amino acids 1, which pre-sumably entails the intermediacy of hydantoins that is followed by hydrolysis to afford unsymmetrical ureas 2 in quantitative yields and high purity. (C) 2013 Elsevier Ltd. All rights reserved.
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