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High‐performance liquid chromatographic enantioseparation of (RS)‐bupropion using isothiocyanate‐based chiral derivatizing reagents
Authors:Ravi Bhushan  Sonika Batra
Affiliation:Department of Chemistry, Indian Institute of Technology Roorkee, , Roorkee, 247667 India
Abstract:A high‐performance liquid chromatographic (HPLC) method for enantioseparation of bupropion was developed using two isothiocyanate‐based chiral derivatizing reagents, (S)‐1‐(1‐naphthyl) ethyl isothiocyanate, (S)‐NEIT, and (R)‐α‐methyl benzyl isothiocyanate, (R)‐MBIT. The diastereomers synthesized with (S)‐NEIT were enantioseparated by reversed‐phase HPLC using gradient elution with mobile phase containing water and acetonitrile, whereas diastereomers synthesized with (R)‐MBIT were enantioseparated using triethyl amine phosphate buffer and methanol. Derivatization conditions were optimized and the method was validated for accuracy, precision and limit of detection. The limit of detection was found to be 0.040–0.043 µg/mL for each of the diastereomers prepared with (S)‐NEIT. Copyright © 2013 John Wiley & Sons, Ltd.
Keywords:(RS)‐bupropion  enantioseparation  reversed‐phase high‐performance liquid chromatography  chiral derivatizing reagent  (R)‐α  ‐methyl benzyl isothiocyanate  (S)‐1‐(1‐naphthyl) ethyl isothiocyanate
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