A new method for peptide synthesis in the N→C direction: amide assembly through silver-promoted reaction of thioamides.

Chem Commun (Camb)

School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, VIC 3010, Australia.

Published: December 2014

The Ag(I)-promoted coupling of amino acids and peptides with amino ester thioamides generates peptide imides without epimerisation. The peptide imides undergo regioselective hydrolysis under mild conditions to generate native peptides. This method was employed to prepare the pentapeptide thymopentin in the N→C direction, in high yield and purity.

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http://dx.doi.org/10.1039/c4cc07601jDOI Listing

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