异噁唑啉及异噁唑烷类化合物在多糖衍生物类柱上的手性拆分

• 出 处: 色谱
• 发表日期: 1998年04期
• 关键词: 手性拆分 手性固定相 噁唑 环加成反应 甲基苯甲酸酯 恶唑啉 甲基苯基 外消旋物 对映体 色谱行为

在ＣｈｉｒａｌｃｅｌＯＤ，ＣｈｉｒａｌｃｅｌＯＪ及ＣｈｉｒａｌｐａｋＡＤ等３种多糖类手性固定相上，以各种配比的正己烷－异丙醇为洗脱剂，对７种异口恶唑啉及异口恶唑烷类化合物的对映体进行了手性拆分。考察了这些外消旋物在这些手性柱上的色谱行为。实验结果表明，手性固定相上葡萄糖片段构型的差异和它们高级结构的不同以及手性固定相上的二甲基苯基氨基甲酸酯或对甲基苯甲酸酯等功能团与样品的极性基团之间的相互作用，可能是支配手性拆分的主要原因。方法已用于不对称１，３－偶极环加成反应产物的光学纯度鉴定。

In three kinds of polysaccharide chiral stationary phases, ChiralcelOD, ChiralcelOJ and ChiralpakAD, seven kinds of isoxazoline and isoxazolidine The enantiomers of the compounds were resolved chirally. The chromatographic behavior of these racemates on these chiral columns was investigated. The experimental results show that the differences of the configuration of glucose fragments on the chiral stationary phase and their higher structures and the functional groups such as dimethylphenylcarbamate and p-methylbenzoate on the chiral stationary phase and the samples The interaction between the polar groups may be the main reason for domination of chiral resolution. The method has been used for the optical purity identification of asymmetric 1,3-dipolar cycloaddition products.