Synthesis of Cyclodextrin Derivatives

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Synthesis of Cyclodextrin Derivatives

   The synthesis of cyclodextrin derivatives is mainly aimed at the selective chemical modification of the hydroxyl group of cyclodextrin. Although there are many hydroxyl groups in the molecular structure of cyclodextrin, the reactivity of the three hydroxyl groups are different. It is possible to selectively modify one of them or one of them to synthesize cyclodextrin derivatives. In addition to the hydroxyl group in the molecular structure of cyclodextrin as the starting point for chemical modification of cyclodextrin, the α - 1,4-glycoside bond in the molecular structure of cyclodextrin as the starting point for modification of cyclodextrin ring skeleton has also been reported, but relatively few. The synthesis of cyclodextrin derivatives mainly focuses on the chemical modification of the hydroxyl group in the parent molecular structure of cyclodextrin to keep the cyclodextrin skeleton unchanged. The synthetic methods of monosubstituted cyclodextrin derivatives are briefly introduced as follows:

   In the synthesis of monosubstituted cyclodextrin derivatives, it is necessary to selectively activate one of the hydroxyl groups in the molecular structure of cyclodextrin, and react with p-toluenesulfonyl chloride to form mono (6-o-p-toluenesulfonyl) - α, β, γ - cyclodextrin, which is a commonly used activation method at present. The hydroxyl group is converted into p-toluenesulfonyl group with better leaving performance, thus causing various target modification groups.

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