系列缩水甘油醚类β-环糊精衍生物的合成及结构表征

Synthesis and Characterization of Glycidyl Ether Modified β-Cyclodextrin Derivatives

以苯基缩水甘油醚、邻甲基酚缩水甘油醚及苯甲基缩水甘油醚(1～3)和β-环糊精为原料,分别在弱碱水溶液(1.5%)和强碱水溶液(30%)中制备出系列缩水甘油醚类β-环糊精衍生物,所得产物用自制硅胶色谱柱分离,以V(正丙醇):V(水):V(浓氨水)=6:3:1作为硅胶色谱柱分离纯化的洗脱剂,得到单2位取代的苯氧基(或邻甲基苯氧基或苯甲氧基-2-羟丙基-β-环糊精(1a～3a)和单6位取代的苯氧基(或邻甲基苯氧基)-2-羟丙基-β-环糊精(1b～2b).所得产品用薄层色谱、红外光谱、质谱和核磁共振波谱等手段进行了表征.

Using phenyl glycidyl ether （1）, 2-methylphenyl glycidyl ether （2）, benzyl glycidyl ether （3） and β-cyclodextrin as raw materials, in 1.5% （m/V） and 30% （m/V） sodium hydroxide solution, novel β-cyclodextrin derivatives have been synthesized. The products were isolated by using proper eluent V（1-propanol） ： V（water） ： V（concd aq ammonia）=6 ： 3 ： 1 through a self packed silica gel column chromatography, and their chemical structures were proved to be mono 2-substituted phenoxy （or 2-methylphenoxy or benzyloxy）-2-hydroxypropyl-β-cyclodextrin （1a-3a） and mono 6-substituted phenoxy （or 2-methylphenoxy）-2-hydroxypropyl-β-cyclodextrin （1b-2b） by means of TLC, IR, MS, 1^H NMR and 13^C NMR spectra.