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

G. Han, M. Tamaki, Victor J Hruby

Research output: Contribution to journalArticle

104 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)338-341
Number of pages4
JournalJournal of Peptide Research
Volume58
Issue number4
DOIs
StatePublished - 2001

Fingerprint

Ethers
Hydrochloric Acid
Esters
Amino Acids
Peptides
Temperature
1,4-dioxane

Keywords

  • Boc
  • Dioxane
  • Hydrogen chloride
  • Selective deprotection
  • Tert-butyl ester

ASJC Scopus subject areas

  • Biochemistry
  • Endocrinology

Cite this

Fast, efficient and selective deprotection of the tert-butoxycarbonyl (Boc) group using HCL/dioxane (4 M). / Han, G.; Tamaki, M.; Hruby, Victor J.

In: Journal of Peptide Research, Vol. 58, No. 4, 2001, p. 338-341.

Research output: Contribution to journalArticle

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