Resolution of alpha-cyclohexyl mandelic acid enantiomers by enantioselective extraction in separation system containing tartaric esters and beta-cyclodextrin.
- Author:
Jia-jia LIU
1
;
Dan ZHOU
;
Ke-wen TANG
Author Information
- Publication Type:Journal Article
- MeSH: Esters; Mandelic Acids; chemistry; Stereoisomerism; Tartrates; chemistry; beta-Cyclodextrins; chemistry
- From: Acta Pharmaceutica Sinica 2006;41(4):376-379
- CountryChina
- Language:Chinese
-
Abstract:
AIMTo establish a resolution method for alpha-cyclohexyl mandelic acid enantiomers by enantioselective extraction and to observe the effects of all kinds of tartaric esters, pH, the concentration of D-tartaric esters and beta-cyclodextrin on the enantioselectivity.
METHODSResolution of alpha-cyclohexyl mandelic acid enantiomers by enantioselective extraction with tartaric esters and beta-cyclodextrin has been studied.
RESULTSThe distribution behavior of alpha-cyclohexyl mandelic acid enantiomers in the separation system was studied. The effects of all kinds of tartaric esters, pH, the concentration of D-tartaric esters and beta-cyclodextrin on the enantioselectivity has been examined in the two-phase.
CONCLUSIONResults showed that the complex formed by D-iso-butyl-D-tartaric ester with R enantiomer is stabler than that with S enantiomer. With the increase of pH, the partition coefficient and separation factor decreased. The concentration of beta-cyclodextrin and D-tartaric ester had visible effect on the enantioselectivity.