RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000131.xml
Synfacts 2011(3): 0345-0345
DOI: 10.1055/s-0030-1259457
DOI: 10.1055/s-0030-1259457
Polymer-Supported Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Traceless Solid-Phase Click Synthesis of NH-1,2,3-Triazoles
A. E. Cohrt, J. F. Jensen, T. E. Nielsen*
Technical University of Denmark, Lyngby, Denmark
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
16. Februar 2011 (online)
Significance
Resin-supported azido linkers for the preparation of NH-1,2,3-triazoles were developed. Rink-like azido resins of a variety of common polymer supports 1a-g (7 examples) were tested for the preparation of a triazole-linked amino acid 3. Eventually, the PEGA800-supported azido linker 1a efficiently led to the resin-anchored triazole 2a via azide-alkyne cycloaddition and subsequent Fmoc synthesis. Treatment of 2 with TFA gave the triazole-linked amino acids 3. The present method was applied to the synthesis of the Leu-enkephalin derivative 4 (80% yield with 85% purity from 1a).