LIQUID-CHROMATOGRAPHIC DETERMINATION OF CHIRAL EPOXIDES BY DERIVATIZATION WITH SODIUM SULFIDE, O-PHTHALALDEHYDE AND AN AMINO-ACID

被引：8

作者：

DUCHATEAU, ALL ^{[1
]}

JACQUEMIN, NMJ ^{[1
]}

STRAATMAN, H ^{[1
]}

NOORDUIN, AJ ^{[1
]}

机构：

[1] DSM ANDENO BV,5900 AB VENLO,NETHERLANDS

来源：

JOURNAL OF CHROMATOGRAPHY | 1993年 / 637卷 / 01期

关键词：

D O I：

10.1016/0021-9673(93)83095-A

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

A high-performance liquid chromatographic method for the enantiomeric determination of chiral epoxides is described. By derivatization with sodium sulphide, o-phthalaldehyde and an optically pure amino acid, chiral mono- and 2,2-disubstituted epoxides were converted into diastereomeric isoindole derivatives. Separation of the diastereomers was carried out by reversed-phase chromatography and the derivatives were detected fluorimetrically. For a series of nine monosubstituted epoxides, good enantioselectivity was obtained (alpha = 1.3-1.7). To study the effect on the chromatographic behaviour of the isoindole adducts, derivatization was carried out using four different amino acids. The derivatization procedure was optimized using glycidyl butyrate as test compound. Both the precision and accuracy of the method were investigated. The method was applied to monitor the enantiomeric purity of glycidyl butyrate obtained by lipase-catalysed hydrolysis of the racemate.

引用

页码：29 / 34

页数：6

共 13 条

[1] DETERMINATION OF D-ASPARTATE AND L-ASPARTATE IN AMINO-ACID MIXTURES BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY AFTER DERIVATIZATION WITH A CHIRAL ADDUCT OF O-PHTHALDIALDEHYDE [J].