The use of heptafluorobutyric acid as a volatile ion-pair reagent in the high-performance liquid chromatographic isolation of SB-223070

Citation
Jk. Roberts et Mj. Hughes, The use of heptafluorobutyric acid as a volatile ion-pair reagent in the high-performance liquid chromatographic isolation of SB-223070, J CHROMAT A, 828(1-2), 1998, pp. 297-302
Citations number
5
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Spectroscopy /Instrumentation/Analytical Sciences
Journal title
JOURNAL OF CHROMATOGRAPHY A
ISSN journal
0021-9673 → ACNP
Volume
828
Issue
1-2
Year of publication
1998
Pages
297 - 302
Database
ISI
SICI code
0021-9673(199812)828:1-2<297:TUOHAA>2.0.ZU;2-6
Abstract
The separation of the E-oxime (SB-223070) from the Z-oxime (SB-220582) was achieved using the ion pairing reagent sodium dodecyl sulfonate. When a pur e sample of SB-223070 was required by preparative chromatography from mothe r liquors, modification of the chromatographic conditions was necessary. Th e capacity factor and resolution between the two oximes needed to be increa sed to isolate the E-oxime from the other components in the mother liquor a nd a method to remove the ion-pairing reagent from the isolated product was required. The volatile ion pairing reagent trifluoroacetic acid did not re tain or resolve the components sufficiently but by switching to heptafluoro butyric acid, isolation of SB-223070 was achieved as the heptafluorobutyrat e. This salt was liberated by hydrochloric acid to give the required hydroc hloride salt and the remaining heptafluorobutyric acid was removed by extra ction into dichloromethane. (C) 1998 Elsevier Science B.V. All rights reser ved.