No abstract

The study reported here shows a practicable preparation of pure atenolol enantiomers using enantioselective liquid chromatography. The successful separation of enantiomers of the final atenolol and the intermediate ester and the good peak shapes could not have been obtained without diethylamine as a component of the mobile phase. That makes difficult the recycling of the three-component mobile phase, an unavoidable step in simulated moving bed chromatography separation technology. The only suitable methodology for preparation of atenolol enantiomers proved to be synthesis from its N-benzyl-N-isopropyl precursor and the chiral stationary phase Chiralpak AD was found to be very convenient for preparative separation of these enantiomers. The enantiomeric purities and recovery of separated enantiomers of this N-benzyl-N-isopropyl precursor were very high, allowing 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 good bases for the further examination of possible scale-up resolution of compound 6.

No abstract

Amino alcohols Amino alcohols Q 0240Calcium Trifluoromethanesulfonate Catalyzed Aminolysis of Epoxides. -Aminolysis of epoxides in the presence of calcium triflate represents a novel efficient method for the synthesis of a wide variety of β-amino alcohols (III). The reaction proceeds highly regioselectively. In the case of disubstituted epoxide (IV), the trans-amino alcohol (V) is formed exclusively. -(CEPANEC*, I.; LITVIC, M.; MIKULDAS, H.; BARTOLINCIC, A.; VINKOVIC, V.; Tetrahedron 59 (2003) 14, 2435-2439; Dep. Dev. Chem. Synth., BELUPO Pharm. Cosm. Ltd., HR-10000 Zagreb, Croatia; Eng.) -Mischke 29-072

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