Solid-phase synthesis of polyfunctional polylysine dendrons using aldehyde linkers

Daniel K. Svenssen, Sahar Mirsharghi, Ulrik Boas

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

A straightforward method for the solid-phase synthesis of C-terminally modified polylysine dendrons has been developed by applying bisalkoxybenzaldehyde and trisalkoxybenzaldehyde linkers. The method has been used for the synthesis of polylysine dendrons with a variety of C-terminal ‘tail groups’ such as alkyl, propargyl, and dansyl to give dendrons in high crude purity. Furthermore, the method was successful for the synthesis of dendrons with multiple N-terminal pentapeptide groups together with C-terminal alkyl and propargyl tail groups. Finally, the method was shown to be well-suited for automated synthesis.
Original languageEnglish
JournalTetrahedron Letters
Volume55
Issue number29
Pages (from-to)3942-3945
Number of pages4
ISSN0040-4039
DOIs
Publication statusPublished - 2014

Keywords

  • Polylysine dendron
  • Solid-phase synthesis
  • Backbone amide linker
  • Polyfunctional

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