Enantiomeric separation of chiral amines by GC using acetylated beta-cyclodextrin as stationary phase

Name: Suchada Muangsri

Organization : Chulalongkorn University. Faculty of Science

Name: Aroonsiri Shitangkoonn

Organization : Chulalongkorn University. Faculty of Science

Email : aroonsiri.s@chula.ac.th

ThaSH: Cyclodextrin

ThaSH: Amines -- Synthesis

ThaSH: Enantiomers

ThaSH: Antibiotics

Abstract: Chiral amines are important class of compounds for chemicals and pharmaceuticals, such as analgesic drug and anti-tussive drug. Two enantiomers of chiral amines have identical physical and chemical properties; however, they may show different bioactivity. Determination of their enantiomeric purity is of significance. In most cases, the conditions for enantiomeric separation of new chiral compounds were difficult to predict and the analyses were performed by trial and error. Gas chromatography (GC) using cyclodextrin (CD) derivative as a chiral selector is an efficient technique for analyses of volatile chiral compounds. In this study, enantiomeric separation of fourteen amines was examined by capillary GC using heptakis(2,3- di-O-acetyl-6-O-tert-butyldimethylsilyl)-beta-CD mixed in polysiloxane as a chiral stationary phase. Each amine was analyzed as trifluoroacetyl derivative at different temperatures and the optimum condition was obtained. The influence of type and position of substituent on the amine structure as well as the effect of temperature on their retention and enantioselectivity were studied. From this study, eleven amines could be separated into their enantiomers. Moreover, two amines could be separated into their enantiomers in less than 2 minutes.

King Mongkut's University of Technology North Bangkok. Central Library

Address: BANGKOK

Email: library@kmutnb.ac.th

Created: 2020

Modified: 2023-11-30

Issued: 2023-11-30

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BibliograpyCitation : In the Chemical Society of Thailand under the Patronage of Professor Dr. HRH Princess Chulabhorn in association, Thammasat University Faculty of Science and Technology. The Pure and Applied Chemistry International Conference 2020 (PACCON 2020) (AC41-46). Bangkok : Thammasat University

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