Paper
B(C6F5)3-Catalyzed α-Deuteration of Bioactive Carbonyl Compounds with D2O.
Published Dec 11, 2019 · Yejin Chang, Tanner Myers, M. Wasa
Advanced synthesis & catalysis
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Abstract
An efficient deuteration process of α-C-H bonds in various carbonyl-based pharmaceutical compounds has been developed. Catalytic reactions are initiated by the action of Lewis acidic B(C6F5)3 and D2O, converting a drug molecule into the corresponding boron-enolate. Ensuing deuteration of the enolate by in situ-generated D2O+-H then results in the formation of α-deuterated bioactive carbonyl compounds with up to >98% deuterium incorporation.
This process efficiently deuterates bioactive carbonyl compounds with up to 98% deuterium incorporation, making it a promising method for pharmaceutical production.
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