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Preparative enantioseparation of propafenone by counter‐current chromatography using di‐ n ‐butyl l ‐tartrate combined with boric acid as the chiral selector
Author(s) -
Tong Shengqiang,
Shen Mangmang,
Zheng Ye,
Chu Chu,
Li XingNuo,
Yan Jizhong
Publication year - 2013
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.201300614
Subject(s) - chemistry , boric acid , propafenone , enantiomer , tartrate , chromatography , chloroform , high performance liquid chromatography , solvent , organic chemistry , medicine , cardiology , atrial fibrillation
This paper extends the research of the utilization of borate coordination complexes in chiral separation by counter‐current chromatography ( CCC ). Racemic propafenone was successfully enantioseparated by CCC with di‐ n ‐butyl l ‐tartrate combined with boric acid as the chiral selector. The two‐phase solvent system was composed of chloroform/ 0.05 mol/L acetate buffer pH 3.4 containing 0.10 mol/L boric acid (1:1, v/v), in which 0.10 mol/L di‐ n ‐butyl l ‐tartrate was added in the organic phase. The influence of factors in the enantioseparation of propafenone were investigated and optimized. A total of 92 mg of racemic propafenone was completely enantioseparated using high‐speed CCC in a single run, yielding 40–42 mg of ( R )‐ and ( S )‐propafenone enantiomers with an HPLC purity over 90–95%. The recovery for propafenone enantiomers from fractions of CCC was in the range of 85–90%.