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Biphasic recognition chiral extraction separation phenyl succinic acid enantiomers

Author: WangZhongHui
Tutor: ManRuiLin；TangKeWen
School: Central South University
Course: Chemical processes
Keywords: Phenyl succinate Enantiomer β-cyclodextrin Tartaric acid esters Chiral extraction
CLC: O621.2
Type: Master's thesis
Year: 2009
Downloads: 63
Quote: 0
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Abstract


Tartaric acid esters and β- cyclodextrin derivative , respectively, as an organic phase and an aqueous phase of the chiral selector , phenyl succinic Duplex ( W / O ) identification chiral enantiomer (PSA) extraction split . Firstly containing β-cyclodextrin derivatives chiral mobile phase high - performance liquid chromatography phenyl succinate baseline separation of the enantiomers , the separation factor (α) and resolution (Rs) reached 1.22 and 8.03 , established a simple and accurate analytical method for the extraction resolution experiments . On this basis , the L, D tartaric acid and fatty alcohols as raw materials , synthetic organic phase series of chiral selector body - L , D - tartrate . The paper examines the molar ratio , the amount of water carrying agent , catalyst type and amount of synthetic yield of the target product infrared structural characterization . Finally, synthetic L, D tartaric acid esters of organic phase chiral selector β - cyclodextrin derivatives as chiral selector of the aqueous phase , the extraction separation of chiral drug intermediates phenyl succinate enantiomers . Experimental enantiomer in the system as a single chiral selector tartaric acid esters ( the extraction distribution system Ⅰ) and tartaric acid ester / β- cyclodextrin separation system (system II ) behavior , investigated chiral separation system composition, concentration ratio , pH value and other factors , the impact of the allocation ratio (K) and separation factor (α) . Experiments found that L - tartaric Dioxide easy to extract the S- PSA , hydroxypropyl -β-cyclodextrin easy to extract the R- PSA . Once after the separation of the extraction , the R and S enantiomers of the distribution coefficient ( K_R and k_s ) were 1.120 and 3.204 , the separation factor (α) of 2.86 . This article by three points to identify the role of the law of this experiment are analyzed and ultraviolet spectrum of β-cyclodextrin derivatives cooperation with phenyl succinate package was found series of β-cyclodextrin derivative exists on the phenyl succinic package cooperation with , wherein the strongest of hydroxypropyl β- cyclodextrin to form a 1:1 inclusion complex , and the inclusion reaction is an exothermic reaction , the temperature was raised is not conducive to the reaction carried out .

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Properties of organic compounds
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