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1999•Journal of Liquid Chromatography & Related TechnologiesRequires access

DIRECT RESOLUTION OF ISAMOLTANE (CGP 361A) AND ENCIPRAZINE (WY 48624) ENANTIOMERS, USING CHIRAL HIGH PERFORMANCE LIQUID CHROMATOGRAPHY

Rosella Ferretti, Bruno Gallinella, Francesco La Torre, Leo Zanitti

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Abstract

A chiral high performance liquid chromatography method was developed for the resolution of the enantiomers of two new β-aminoalcohols, isamoltane and enciprazine. The separation of the enantiomers was accomplished, without any derivatization, on a chiral column containing 3,5-dimethylphenylcarbamate of cellulose (Chiralcel OD) as chiral selector. The effects of diethylamine, organic modifiers (ethanol and 2-propanol) and temperature were studied. The α and Rs values of isamoltane and enciprazine ranged, respectively, from 1.25 to 2.03 and from 0.80 to 5.16. The optimized conditions were used for a semipreparative chromatographic separation to determine the elution order of the enantiomers.

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What this paper is about

A chiral high performance liquid chromatography method was developed for the resolution of the enantiomers of two new β-aminoalcohols, isamoltane and enciprazine. The separation of the enantiomers was accomplished, without any derivatization, on a chiral column containing 3,5-dimethylphenylcarbamate of cellulose (Chiralcel OD) as chiral selector. The effects of diethylamine, organic modifiers (ethanol and 2-propanol) and temperature were studied. The α and Rs values of isamoltane and enciprazine ranged, respectively, from 1.25 to 2.03 and from 0.80 to 5.16. The optimized conditions were used for a semipreparative chromatographic separation to determine the elution order of the enantiomers.

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Available abstract

A chiral high performance liquid chromatography method was developed for the resolution of the enantiomers of two new β-aminoalcohols, isamoltane and enciprazine. The separation of the enantiomers was accomplished, without any derivatization, on a chiral column containing 3,5-dimethylphenylcarbamate of cellulose (Chiralcel OD) as chiral selector. The effects of diethylamine, organic modifiers (ethanol and 2-propanol) and temperature were studied. The α and Rs values of isamoltane and enciprazine ranged, respectively, from 1.25 to 2.03 and from 0.80 to 5.16. The optimized conditions were used for a semipreparative chromatographic separation to determine the elution order of the enantiomers.

Key concepts: Chemistry, Chromatography, Enantiomer, Diethylamine, Derivatization, Resolution (logic), High-performance liquid chromatography, Elution

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DIRECT RESOLUTION OF ISAMOLTANE (CGP 361A) AND ENCIPRAZINE (WY 48624) ENANTIOMERS, USING CHIRAL HIGH PERFORMANCE LIQUID CHROMATOGRAPHY — Research Paper | ScholarLens