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Preparation of polymer-bound trityl-hydrazines and their application in the solid phase synthesis of partially protected peptide hydrazides
Authors:George Stavropoulos   Dimitrios Gatos   Vassiliki Magafa  Kleomenis Barlos
Affiliation:(1) Department of Chemistry, University of Patras, 26500 Patras, Greece
Abstract:
Summary Polymer-bound N-tritylhydrazines 4 were easily prepared by reacting polymeric tritylchlorides 3 with hydrazine. Subsequently, compounds 4 have been successfully applied to the solid phase synthesis of partially protected peptide hydrazides using 1-hydroxybenzotriazolyl esters of Fmoc- or Trt-amino acids. The synthesized peptide hydrazides can be quantitatively split off from the resins by mild acidic treatment, while the benzyl- and tert-butyl protecting groups remain unaffected.
Keywords:2-Chlorotrityl chloride resin  Peptide hydrazides  Protected peptide  Convergent solid phase synthesis  Trityl-hydrazines
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