Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Preparation of a New Chiral Stationary Phase Based on (2S,3S)-O,O'-Bis-(10-undecenoyl)-N,N'-bis-(3,5-dinitrobenzoyl)-2,3-diamino-1,4-butandiol and Its Application

  • Hyun, Myung Ho (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Boo, Chang-Jin (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Choi, Hee-Jung (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Kim, Yun-Kyoung (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Kang, Bu-Sung (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Ha, Hyun-Ju (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Choi, Min-Ki (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University) ;
  • Tan, Guang-Hui (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University)
  • Published : 2006.11.20
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Abstract

A new liquid chromatographic chiral stationary phase based on (2S,3S)-O,O'-bis-(10-undecenoyl)-N,N'-bis-(3,5-dinitrobenzoyl)-2,3-diamino-1,4-butandiol was prepared starting from (2R,3R)-1,4-bis(benzyloxy)-2,3-butanediol. The new chiral stationary phase was applied to the resolution of racemic anilide derivatives of N-acetyl-a-amino acids, 1,1'-bi-2-naphthol and 3,3'-diaryl-1,1'-bi-2-naphthols. The CSP was also applied to the resolution of some chiral drugs including a diuretic, bendroflumethiazide, and non-steroidal anti-inflammatory agents such naproxen and alminoprofen. In every case, the chiral recognition efficiency of the new CSP was quite excellent.

Keywords

References

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