Mild deprotection of the <i>N</i>-<i>tert</i>-butyloxycarbonyl (<i>N</i>-Boc) group using oxalyl chloride.
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Abstract |
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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 |
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0
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Journal |
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RSC advances
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Volume |
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10
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Issue |
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40
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Number of Pages |
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24017-24026
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Date Published |
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2020
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URL |
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https://doi.org/10.1039/D0RA04110F
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DOI |
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10.1039/D0RA04110F
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Short Title |
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RSC Adv
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