George Nathaniel, Ofori Samuel, Parkin Sean, Awuah Samuel G
Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506, USA.
RSC Adv. 2020;10(40):24017-24026. doi: 10.1039/D0RA04110F. Epub 2020 Jun 23.
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.
我们报道了一种温和的方法，用于从一系列结构多样的化合物中选择性脱除 -Boc 基团，这些化合物包括脂肪族、芳香族和杂环底物，该方法是在甲醇中使用草酰氯。反应在室温条件下进行 1 - 4 小时，产率高达 90%。这种温和的方法应用于一种具有药物活性的杂合化合物 FC1，它是吲哚胺 2,3-双加氧酶 1（IDO1）和 DNA 聚合酶γ的新型双重抑制剂。针对这种脱保护策略，推测了一种涉及草酰氯亲电特性的更广泛机制。
