Chin. J. Org. Chem. ›› 1999, Vol. 19 ›› Issue (6): 625-629. Previous Articles     Next Articles

Original Articles

在多糖衍生物类色谱柱上手性拆分β-氨基醇及β-羟基 硫醚类化合物

夏立钧;吴Jie;唐民华;侯雪龙;戴立信   

  1. 中国科学院上海有机化学研究所.上海(200032)
  • 发布日期:1999-12-25

Direct enantiomeric separation of β-aminoalcohols and β-hydroxy sulfides using polysaccharide derivatives as chiral stationary phases

Xia Lijun;WU Jie;Tang Minhua;Hou Xuelong;Dai Lixin   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032)
  • Published:1999-12-25

Direct enantiomeric separation of racemic mixtures of 13 β-amino alcohols and β-hydroxy sulfides was achieved by HPLC using Chiralcel OD, Chiralcel OJ and Chiralpak AD as chiral stationary phases and hexane/2-propanol mixture as eluent. These racemates were completely separated into enantiomers at least on one of these stationary phases. The chromatographic parameters of these racemates on AD, OD and OJ columns at various ratios of hexane/2-propanol were examined. The results showed that the properties of substituents of the compounds obviously had effects on their resolution on columns. The hydrogen bonding and π-π interactions between the chiral stationary phase and the polar group of racemates may be responsible for the chiral recognition. This method had been applied to determination of the optical purity of the product from asymmetric ring opening of meso- epoxides.

Key words: SULFUR ETHER P, MESOTOMY, HIGH-SPEED LIQUID CHROMATOGRAPHY, AMINO ALCOHOL P

CLC Number: