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Synfacts 2007(4): 0441-0441
DOI: 10.1055/s-2007-968300
DOI: 10.1055/s-2007-968300
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Di- and Tripeptides Using A Flow Process
I. R. Baxendale, S. V. Ley*, C. D. Smith, G. K. Tranmer
University of Cambridge, UK
Further Information
Publication History
Publication Date:
23 March 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200704/lookinside/thumbnails/10.1055-s-2007-968300-1.jpg)
Significance
A flow process for the multi-step assembly of peptides was developed. Thus, N-protected (Boc, Cbz) amino acids 1, DIPEA and PyBroP in DMF were injected in a polymer-supported HOBt column. Acids 1 were trapped by the HOBt polymer as activated amino acids, and any by-products and non-trapped reagents were washed out. Amino acids·HCl 2 were converted into free amino acids through a polymer-supported DMAP column, and the resulting free amines were reacted with the trapped amino acids to give a mixture of dipeptides and the unreacted amines. The mixture was passed through a polymer-supported sulfonic acid which scavenged the unreacted amines to afford pure dipeptides (9 entries, 61-83%, >95% purity).