Chiral gas chromatography for the determination of 1,2‐ O ‐isopropylidene‐sn‐glycerol stereoisomers | Zendy

Dröge Melloney J. | Zendy; Bos Rein | Zendy; Woerdenbag Herman J. | Zendy; Quax Wim J. | Zendy

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Chiral gas chromatography for the determination of 1,2‐ O ‐isopropylidene‐sn‐glycerol stereoisomers

Author(s) -

Dröge Melloney J.,

Bos Rein,

Woerdenbag Herman J.,

Quax Wim J.

Publication year - 2003

Publication title -

journal of separation science

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.72

H-Index - 102

eISSN - 1615-9314

pISSN - 1615-9306

DOI - 10.1002/jssc.200301509

Subject(s) - chromatography , enantiomer , chemistry , kinetic resolution , glycerol , resolution (logic) , gas chromatography , extraction (chemistry) , stereospecificity , enantiomeric excess , organic chemistry , enantioselective synthesis , catalysis , artificial intelligence , computer science

A stereospecific gas chromatography (GC) method using a (6‐ O ‐ t butyldimethylsilyl‐2,3‐di‐ O ‐methyl)‐β‐cyclodextrin as the chiral stationary phase has been developed and validated for the determination of the enantiomers of 1,2‐ O ‐isopropylidene‐sn‐glycerol (IPG), an important chiral synthon, in kinetic resolution experiments. After liquid‐liquid extraction with ethyl acetate, the enantiomers of R ‐(–)‐IPG and S ‐(+)‐IPG and their corresponding butyrate‐ and caprylate esters were baseline separated using this chiral GC method. The method was accurate, reproducible, specific, and precise and recoveries of at least 77% were accomplished. The detection limits for IPG and its esters were 0.6 ng and 0.1 ng, respectively. The application of this method was demonstrated by a kinetic resolution experiment using the lipase A of Bacillus subtilis .

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