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