Journal article
Chiral liquid chromatography separation and chiroptical properties of the enantiomers of dimethyl α-hydroxyfarnesylphosphonate, a precursor of a farnesyl protein transferase inhibitor
Journal of Chromatography A, Vol.966(1), pp.221-225
2002
DOI: 10.1016/S0021-9673(02)00736-7
PMID: 12214697
Abstract
The HPLC enantiomeric separation of racemic and non-racemic samples of dimethyl α-hydroxyfarnesylphosphonate ( 1) was accomplished using Chiralcel OD as chiral stationary phase. Single enantiomers were isolated by semipreparative HPLC and their CD spectra and optical rotations were measured. The method ascertains enantiomeric excess of 1, obtained by oxidation of dimethylfarnesylphosphonate with enantiopure oxaziridines, avoiding converting the enantiomers to diastereomers by the use of a chiral auxiliary. Stability of the solutions of 1 is strongly dependent on the nature of the solvent.
Details
- Title: Subtitle
- Chiral liquid chromatography separation and chiroptical properties of the enantiomers of dimethyl α-hydroxyfarnesylphosphonate, a precursor of a farnesyl protein transferase inhibitor
- Creators
- Salvatore Caccamese - Dipartimento di Scienze Chimiche, Università di Catania, viale A. Doria 6, 95125 Catania, ItalyGiovanna Scivoli - Dipartimento di Scienze Chimiche, Università di Catania, viale A. Doria 6, 95125 Catania, ItalyYanming Du - Department of Chemistry, University of Iowa, Iowa City, IA 52245, USADavid F Wiemer - Department of Chemistry, University of Iowa, Iowa City, IA 52245, USA
- Resource Type
- Journal article
- Publication Details
- Journal of Chromatography A, Vol.966(1), pp.221-225
- Publisher
- Elsevier B.V
- DOI
- 10.1016/S0021-9673(02)00736-7
- PMID
- 12214697
- ISSN
- 0021-9673
- Language
- English
- Date published
- 2002
- Academic Unit
- Neuroscience and Pharmacology; Chemistry
- Record Identifier
- 9983985990102771
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