Chiral Resolution of Naproxen and Its Derivatives on Chiral Stationary Phase of Cellulose Tris(3,5-dimethylphenylcarbamate)-Coated Zirconia

Abstract

Abstract: In this report the synthesis and characterization of chiral stationary phase of cellulose tris(3,5 dimethylphenylcarbamate) coated zirconia(CDMPC ZrO₂ CSP) was described. Direct optical resolutions of acidic racemate naproxen and its derivatives on the phase were investigated. Surface property of zirconia affects the chiral separation of naproxen greatly. Naproxen could not be eluted from the column unless an acidic modifier was present in the mobile phase. However, good chiral resolutions were obtained for its ester derivatives. The influences of loading amount of stationary phase, molecular structure of compounds, type of alcohols as the modifier and their concentration in mobile phase on chiral resolution were studied. The chiral recognition mechanism of the chiral stationary phase was discussed.

Key words: Cellulose tris(3,5 dimethylphenylcarbamate) coated zirconia chiral stationary phase, Naproxen and its derivatives, Chiral separation, HPLC

CLC Number:

O658

TrendMD:

DUN Hui-Juan, LI Yong-Min, LIU Chun-Hui, WEI Yong-Ju, CHEN Li-Ren . Chiral Resolution of Naproxen and Its Derivatives on Chiral Stationary Phase of Cellulose Tris(3,5-dimethylphenylcarbamate)-Coated Zirconia[J]. Chem. J. Chinese Universities, 2004, 25(3): 451.

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Chiral Resolution of Naproxen and Its Derivatives on Chiral Stationary Phase of Cellulose Tris(3,5-dimethylphenylcarbamate)-Coated Zirconia

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