Mild deprotection of the: N-tert -butyloxycarbonyl (N -Boc) group using oxalyl chloride

Nathaniel George, Samuel Ofori, Sean Parkin, Samuel G. Awuah

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

We report a mild method for the selective deprotection of the N-Boc group from a structurally diverse set of compounds, encompassing aliphatic, aromatic, and heterocyclic substrates by using oxalyl chloride in methanol. The reactions take place under room temperature conditions for 1-4 h with yields up to 90%. This mild procedure was applied to a hybrid, medicinally active compound FC1, which is a novel dual inhibitor of IDO1 and DNA Pol gamma. A broader mechanism involving the electrophilic character of oxalyl chloride is postulated for this deprotection strategy.

Original languageEnglish
Pages (from-to)24017-24026
Number of pages10
JournalRSC Advances
Volume10
Issue number40
DOIs
StatePublished - Jun 23 2020

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry.

ASJC Scopus subject areas

  • General Chemistry
  • General Chemical Engineering

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