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

✍ Scribed by Melloney J. Dröge; Rein Bos; Herman J. Woerdenbag; Wim J. Quax

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 219 KB
• Volume: 26
• Category: Article
• ISSN: 1615-9306
• DOI: 10.1002/jssc.200301509

✦ Synopsis

Abstract

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.