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Mild deprotection of the <i>N</i>-<i>tert</i>-butyloxycarbonyl (<i>N</i>-Boc) group using oxalyl chloride.

Author
Abstract
:

We report a mild method for the selective deprotection of the -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.

Year of Publication
:
0
Journal
:
RSC advances
Volume
:
10
Issue
:
40
Number of Pages
:
24017-24026
Date Published
:
2020
URL
:
https://doi.org/10.1039/D0RA04110F
DOI
:
10.1039/D0RA04110F
Short Title
:
RSC Adv
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