Synthesis Of Ester CSP From Amino Acid

Because proper and effectual CSP was very important in the separation of chiral substances,we provided ester CSP for the HPLC separation of enantiomers.Firstly,used N-Boc-L-lactamine,N-Boc-L-phenylalanine,N-Boc-L-valine,N-Boc-L-proline,N-Boc-L-leucine,N-Boc-L-isoleucine as chiral resource and choosed N,N'- dicyclohexylcarbodiimide(DCC) as dehydrating agent and 4-dimethylamino pyridine as esterification catalyst to synthesize amino acid ester via condensation with allyl alcohol.Then the ester polymerizable chiral functional monomer with high purity was synthesized by purify the production via silica gel column chromatography.The eluant was selected by TLC.The best condition of the reaction and the proportion of the eluant were determined.The mechanism of the reaction was discussed. The products were characterized by the infrared spectrum, nuclear magnetic resonance and ultimate analysis.The results indicated that the synthesis of the ester chiral functional monomer was successful .The method was simple,convenient and fast.The quality was high and it was effectual to separate in this way.Finally the ester chiral polymer were obtained via free radical polymerization using azodiisobutyronitrile(AIBN) as initiator.The products were characterized by the infrared spectrum.The results indicated that the synthesis of the ester chiral polymer was successful.The polymer would be used as ester CSP in the HPLC separation of enantiomers.