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The chiral is one of the most important properties of the natural world, increasingly significant role played by the chiral compounds in pharmaceutical chemicals, pesticides, food and other fields. As the chiral compounds of the enantiomers of biological activity, toxicity, metabolism, and drug qualities completely different, so the preparation of various chiral compounds, synthesis, properties, and racemic chiral split become a hot research. Using gas chromatography, liquid chromatography, thin layer chromatography, supercritical fluid chromatography and capillary electrophoretic separation of chiral enantiomers, has become an important drug research and analysis. This article through pentaerythritol with R benzaldehyde or phthalaldehyde monoacetal reaction synthesis of a series of chiral compounds of the spiro ring, and then using a high performance liquid chromatography, supercritical fluid method, and the capillary electrophoresis method of the compound, respectively split. Investigated the ratio of the mobile phase in a variety of splitting method, separation factor, the retention factor, separation of the compounds of the optimized chromatographic conditions, mainly includes the following: 1. Pentaerythritol with R phenyl formaldehyde condensate prepared 3,9 - bis (4-R group - phenyl) -2,4,8,10 - tetraoxa - spiro [5.5] undecane, wherein R is a methyl group, a cyano group, a hydroxyl group, a fluorine group, a carboxyl group and analysis of the temperature, catalyst, solvent, time, the molar ratio on the reaction process. Pentaerythritol with 4 - (2,2 - dicyano) vinylbenzaldehyde or phthalaldehyde single deflation glycol two synthetic methods Preparation of 3,9 - bis (4 - formyl - phenyl) 4,8,10 - tetraoxa - spiro [5.5] - undecane, and these two methods were analyzed and compared. 3 by HPLC the three spiro compound split, as a mobile phase of n-hexane and isopropanol to a certain percentage of the successful separation of the 3,9 - bis (4 - methyl - phenyl) - 2,4,8,10 - tetra oxa - spiro [5.5] undecane, 3,9 - bis (4 - formyl - phenyl) -2,4,8,10 - tetraoxa - spiro [5.5 undecane, and other compounds split also achieved certain results. 4. Using supercritical fluid method to split the three spiro compound in the mobile phase of isopropanol and CO2 conditions successfully split the 3,9 - bis (4 - cyano - phenyl) -2,4 , 8,10 - oxa - spiro [5.5] undecane, 3,9 - bis (4 - fluoro group - phenyl) - 2,4,8,10 - tetra - spiro [5.5] undec-oxa alkoxy, 3,9 - bis (4 - hydroxy - phenyl) - 2,4,8,10 - tetraoxaspiro heteroaryl - spiro [5.5] undecane, reaching baseline separation. 5 using a capillary electrophoresis method, CM-β-CD as a chiral resolving agent successfully split 3,9 - bis (4 - carboxy - phenyl) - 2,4,8,10 - tetra oxa - spiro [5.5] undecane, reached a baseline separation.
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