Enantioselective Extraction of Racemic Mandelic Acid by Di(2‐ethylhexyl) Phosphoric Acid and Tartaric Acid Derivatives as Mixed Complex Chiral Selectors

2009 ◽  
Vol 27 (4) ◽  
pp. 447-458 ◽  
Author(s):  
Feipeng Jiao ◽  
Xiaoqing Chen ◽  
Zhen Wang
Keyword(s):  
Phosphoric Acid ◽  
Tartaric Acid ◽  
Mandelic Acid ◽  
Mixed Complex ◽  
Chiral Selectors ◽  
Tartaric Acid Derivatives ◽  
Enantioselective Extraction

Biphasic Enantioselective Partitioning of R,S-Omeprazole Enantiomers Using Chiral Extraction

2014 ◽  
Vol 1030-1032 ◽  
pp. 2334-2339
Author(s):  
Yan Liang Li ◽  
Zhong Zhen Liu ◽  
Yu Fen Huang ◽  
Lan Wei ◽  
Lian Xi Huang ◽  
...  
Keyword(s):  
Tartaric Acid ◽  
Organic Phase ◽  
Separation Factor ◽  
Extraction Efficiency ◽  
Distribution Coefficients ◽  
Variable Parameters ◽  
Chiral Selectors ◽  
Tartaric Acid Derivatives ◽  
Hexyl Ester ◽  
Chiral Extraction

Enantioselective partitioning of racemic omeprazole enantiomers was studied using a biphasic recognition chiral extraction system. Hydrophilic hydroxypropyl-ڂ-cyclodextrin in aqueous phase and hydrophobic D-tartaric acid hexyl ester in organic phase as chiral selectors which preferentially recognize (R)-omeprazole enantiomer and (S)-omeprazole enantiomer, respectively. Different experimental variable parameters could affect the chiral extraction efficiency. The largest distribution coefficientskS,kRand separation factorځwere obtained at concentrations o f 0.1 mol/L HP-ڂ-CD and 0.2 mol/L D-tartaric acid hexyl ester, which were 47.38, 58.65 and 1.24, respectively.kRis always larger thankSwhen using different kinds of tartaric acid derivatives as chiral selectors in organic phase. The present study also reveal the mechanism of biphasic recognition chiral extraction forR,S-omeprazole enantiomers.

Tartaric acid derivatives as chiral selectors in liquid chromatography

1991 ◽  
Vol 32 (9-10) ◽  
pp. 407-416 ◽  
Author(s):  
E. Heldin ◽  
K. -J. Lindner ◽  
C. Pettersson ◽  
W. Lindner ◽  
R. Rao
Keyword(s):  
Liquid Chromatography ◽  
Tartaric Acid ◽  
Chiral Selectors ◽  
Tartaric Acid Derivatives

Enantioselective extraction of mandelic acid enantiomers by L-dipentyl tartrate and β-cyclodextrin as binary chiral selectors

2007 ◽  
Vol 61 (4) ◽  
Author(s):  
F. Jiao ◽  
X. Chen ◽  
W. Hu ◽  
F. Ning ◽  
K. Huang
Keyword(s):  
Organic Solvent ◽  
Organic Phase ◽  
Mandelic Acid ◽  
Distribution Coefficients ◽  
Chiral Selector ◽  
Optimum Concentration ◽  
Chiral Selectors ◽  
Mandelic Acid Enantiomers ◽  
Enantioselective Extraction

AbstractA new binary chiral selector system effective for the enantioselective extraction of racemic mandelic acid is presented. While L-dipentyl tartrate and β-cyclodextrin had a very low enantioselectivity as single selectors, a preferential extraction of D-mandelic acid to the organic phase was found in the binary selector system. Using decanol as organic solvent and pH of a phoshate buffer equal to 2.3, the distribution coefficients of D-and L-mandelic acids as high as 14.9 and 7.0, respectively, and the enantioselectivity value of 2.1 were found at optimum concentration of β-cyclodextrin.

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