Mild deprotection of the N-tert-butyloxycarbonyl (N-Boc) group using oxalyl chloride†
Sean
Parkin 
a
and
Samuel G.
Awuah
*a
a
and
Samuel G.
Awuah
*a
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.
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