Thermal Cleavage of the Fmoc Protection Group

FH – HES

Authors

  • Stefan Höck ZHAW Zurich University of Applied Sciences, Institute of Chemistry and Biological Chemistry (ICBC), Campus Reidbach, Einsiedlerstrasse 31, CH-8820 Wädenswil
  • Roger Marti Ecole d'Ingénieurs et d'Architectes de Fribourg, Département des Technologies Industrielles, Filière de Chimie, Bd de Pérolles 80, CH-1705 Fribourg
  • Rainer Riedl ZHAW Zurich University of Applied Sciences, Institute of Chemistry and Biological Chemistry (ICBC), Campus Reidbach, Einsiedlerstrasse 31, CH-8820 Wädenswil
  • Marina Simeunovic Part of MS's Bachelor thesis; Empa Dübendorf, Überlandstrasse 129, CH-8600 Dübendorf

DOI:

https://doi.org/10.2533/chimia.2010.200

Keywords:

Dibenzofulvene, Fmoc protection group, High-temperature nmr, Peptide synthesis, Thermal cleavage

Abstract

The Fmoc protection group is among the most commonly used protection groups for the amino function. A fast method for the thermal deavage of this protection group under base-free conditions without the need for dibenzofulvene scavengers is presented. The advantages of this method include straightforward testability by means of a simple high-temperature NMR experiment, usually high yields, and good selectivity towards the BOC protection group and t-butyl ethers.

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Published

2010-03-31