The Synthesis of Fluorinated Carbohydrates Using Sulfuryl Fluoride as the Deoxyfluorination Reagent
Jiahao Xie, Fangzhou Lan, Xuyuan Liu, Wei‐Zhao Weng, Ning Ding
Abstract
Fluorination of carbohydrates has been one of the strategies to increase their enzymatic and chemical stabilities and reduce their hydrophilicities, making this modification attractive for drug discovery purposes. The synthesis of monofluorinated carbohydrates was achieved under mild conditions by using SO 2 F 2 as the deoxyfluorination reagent in the presence of a base without extra fluoride additives. This method features low toxicity, easy availability, low cost, and high efficiency and can be subjected to diverse sugar units.
Topics & Concepts
ChemistryReagentFluorideSugarCombinatorial chemistryBase (topology)Organic chemistryInorganic chemistryMathematical analysisMathematicsCarbohydrate Chemistry and SynthesisFluorine in Organic ChemistryGlycosylation and Glycoproteins Research