Preparative method of R-(-)-ibuprofen by diastereomer crystallization

  • Trung, TQ
  • Kim, JM
  • Kim, KH
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초록

The economic and effective method for preparation of R-(-)-ibuprofen by diastereomer crystallization was developed. R-(-)-ibuprofen was resolved from racemic ibuprofen by forming R-(-)-ibuprofen-R-(+)-alpha-methylbenzylamine diastereomeric salt with R-(+)-a-methylbenzylamine and crystallization. The purity of R-(-)-ibuprofen-R-(+)-alpha-methylbenzylamine diastereomeric salt was tested and confirmed using HPLC and (HNMR)-H-1-N-.. method. The pure diastereomeric salt collected from repeated recrystallization was further fractionated by liquid-liquid extraction to the pure enantiomer without racemization. R-(-)-ibuprofen was recovered producing overall yield of 2.4% with the purity more than 99.97%.

키워드

R-(-)-ibuprofenresolutioncrystallizationalpha-methylbenzylaminePERFORMANCE LIQUID-CHROMATOGRAPHYCAPILLARY-ZONE-ELECTROPHORESISIBUPROFENSEPARATIONRESOLUTIONPLASMA
제목
Preparative method of R-(-)-ibuprofen by diastereomer crystallization
저자
Trung, TQKim, JMKim, KH
DOI
10.1007/BF02977477
발행일
2006-01
유형
Article
저널명
Archives of Pharmacal Research
29
1
페이지
108 ~ 111