Naslov
Use of Enantioselective Liquid Chromatography for Preparation of Pure Atenolol Enantiomers

Autori
Mikuldaš, Hrvoje ; Cepanec, Ivica ; Šporec, Anita ; Litvić, Mladen ; Vinković, Vladimir

Izvornik
Journal of separation science (1615-9306) 28 (2005); 251-256

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
atenolol; enantiomer; chiral separation; chromatography

Sažetak
The study reported here shows the practicable preparation of pure atenolol (1) enantiomers using the enantioselective liquid chromatography. For enantiomers of the final atenolol and intermediate ester 5 the successful separation and peaks shapes could not been obtained without diethylamine as the component in the mobile phase. That makes difficult the recycling of the three-component mobile phase, unavoidable step in simulated moving bed chromatography separation technology. The only suitable methodology for preparation of atenolol enantiomers was proved the synthesis from its N-benzyl-N-isopropyl precursor 6 and the chiral stationary phase Chiralpak AD was found as very convenient for preparative separation of these enantiomers. The enantiomeric purities and recovery of separated enantiomers of 6 were very high, allowed the high enantiomeric purities of the final products, ee's 99.3% for S- and 99.0% for R-atenolol. The chromatographic separation parameters, as well as solubility of racemate in the mobile phase, are the good bases for the further examination of possible scale-up resolution of compound 6.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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