1020082-41-0Relevant academic research and scientific papers
Simple and mild one-pot synthesis of dipeptidyl ureas via carbamoyl azides of α-N-protected amino acids
Venneri, Cesare Daniele,Verardo, Giancarlo,Strazzolini, Paolo
experimental part, p. 1027 - 1041 (2011/04/25)
(Chemical Equation Presented) A simple and mild one-pot synthesis of potentially bioactive α-N-protected dipeptidyl ureas is reported. The procedure involves the reaction between the carbamoyl azide of an α-N-protected amino acid and an α-amino acid methyl ester. The reaction is fast (3 h at 45 °C), regardless of the nature of both the reagents, and racemization free. The reported protocol represents a valid alternative to existing methods. Copyright Taylor & Francis Group, LLC.
Carbamoyl azides of α-N-protected amino acids: A fast and simple one-pot synthesis
Verardo, Giancarlo,Bombardella, Elisa,Geatti, Paola,Strazzolini, Paolo
, p. 438 - 444 (2008/09/20)
A fast and simple one-pot synthesis of carbamoyl azides of α-N-protected amino acids is reported. The procedure involves the reaction between sodium azide and the mixed anhydride obtained from an α-N-protected amino acid and isobutyl chloroformate, in the presence of KH2PO4. The reaction rate was influenced by the nature of both the α-N-protection and the amino acid side chain. Surprisingly, tert-butyloxycarbonyl (α-N-Boc) and benzyloxycarbonyl (α-N-Cbz) protected proline afforded the corresponding isocyanates instead of the expected carbamoyl azides. Georg Thieme Verlag Stuttgart.
