Fast, efficient and selective deprotection of the tert-butoxycarbonyl (Boc) group using HCl/dioxane (4 m)

Authors


  • To cite this article:

    Han, G., Tamaki, M. & Hruby, V. J. Fast, efficient and selective deprotection of tert-butoxycarbonyl (Boc) group using HCl/dioxane (4 m).

    J. Peptide Res., 2001, 58, 338–341.

  • Preliminary results of this work were presented at the ACS 2000 spring meeting in San Francisco, California, USA.

V. J. Hruby
Department of Chemistry
University of Arizona
Tucson
AZ 85721
USA
Tel.: 1-520-621-6332
Fax: 1-520-621-8407
E-mail: hruby@u.arizona.edu

Abstract

Abstract: Fast, efficient and selective deprotection of the tert-butoxycarbonyl (Boc) group of various amino acids and peptides was achieved by using hydrogen chloride (4 m) in anhydrous dioxane solution for 30 min at room temperature. In the cases studied in our laboratory, this protocol provided superior selectivity to deprotect Nα-Boc groups in the presence of tert-butyl esters and tert-butyl ethers, including thio-tert-butyl ethers, but not phenolic tert-butyl ethers.

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