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APPLICATION OF HPLC FOR ANALYTICAL CONTROL OF LARGE SCALE SYNTHESIS OF (2R, 3S)-3-PHENYLISOSERINE HYDROCHLORIDE

Barbara Kąkol 1Magdalena Jezierska-Zięba 1Jacek Cybulski 1Michał Fedoryński 1,2Jarosław Kamiński 1Anna Bilińska 1

1. Industrial Chemistry Research Institute (ICRI), Rydygiera 8, Warszawa 01-793, Poland
2. Warsaw University of Technology, Faculty of Chemistry, Koszykowa 75, Warszawa 00-662, Poland

Abstract

(2R, 3S)-3-phenylisoserine hydrochloride 1 is an important intermediate in the synthesis of Paclitaxel - an anticancer drug.

1.gif

In NS-3 Department ICRI we elaborated technology of compound 1 in ½ technical scale (20 - 25 kg per year). The preparation of this compound was performed according to the six-step procedure.

The aim of this study was elaboration of method and conditions for analysis of (2R, 3S)-3-phenylisoserine hydrochloride by high-performance liquid chromatography (HPLC).

We tested two analytical columns: Zorbax Eclipse XDB-Ph and Zorbax Eclipse XDB - CN (250 mm x 4,6 mm, f-5m). The isocratic elution of separated compounds was carried out by mobile phase - methanol & sodium phosphate buffer 90:10 v/v, using constant flow rate 1,0 cm3/min. Chromatographic analysis was performed on a Merck LaChrom D-7000 Liquid Chromatograph (detector UV, l=210nm).

The influence of solvent, pH and ionic strength of mobile phase on separation and peak symmetry was studied.

 

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Presentation: Poster at V Multidyscyplinarna Konferencja Nauki o Leku, by Barbara Kąkol
See On-line Journal of V Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2006-02-02 12:20
Revised:   2009-06-07 00:44