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Chiral separation by RP-HPLC

Posted on:2004-06-15Degree:M.SType:Thesis
University:San Jose State UniversityCandidate:Nguyen, Huy TuFull Text:PDF
GTID:2461390011468516Subject:Chemistry
Abstract/Summary:
Initially, the chiral selector, 2-hydroxy-3-methacryloyloxypropyl-β-cyclodextrin, was further tested to examine if other solutes could be partitioned besides temazepam, oxazepam, and dansyl-DL-leucine. Another chiral selector, quinine, was chosen to compare with the substituted β-cyclodextrin. Vydac silica hydride was synthesized by TES silanization. Quinine was attached to the silica hydride by hydrosilation. The products were analyzed by DRIFT spectroscopy, 13C CP-MAS NMR spectroscopy, and elemental analysis.; Separation of optical isomers was achieved on both columns on multiple solutes such as clenbuterol, tropicamide, and novel Selenium compounds. The mechanism of separation for most of the solutes were Pirkle type interactions. The 2-hydroxy-3-methacryloyloxypropyl-β-cyclodextrin column achieved more separation than the quinine column probably due to the ability to form inclusion complexes besides other interactions. Solvent systems consisting of buffers at pH 2.0 and 7.0, respectively, decreased the ability of quinine to separate some enantiomers relative to methanol/water and acetonitrile/water.
Keywords/Search Tags:Chiral, Separation, Quinine
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