Acta Phys. -Chim. Sin. ›› 2002, Vol. 18 ›› Issue (09): 821-824.doi: 10.3866/PKU.WHXB20020911

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The Resolution of the Optical Active Derivatives of Ketorolac and the Determination of its Absolute Configuration

Ning Jia-Cheng;Yang Ao;Guan Ye-Di;Wang Zhe-Ming;Yan Chun-Hua   

  1. College of Chemistry and Molecular Engineering; Peking University; State Key Laboratory of Rare Earth Materials Chemistry and Applications, Peking University,Beijing 100871
  • Received:2002-01-15 Revised:2002-02-10 Published:2002-09-15
  • Contact: Guan Ye-Di E-mail:gyedi@chem.pku.edu.cn

Abstract: A pair of diastereoisomer of Pro-Obzl of keterolac amide, formed by the reaction of(±)-ketorolac and L-proline under the action of condensation agent, were resolved using column chromatography and characterized by 1H NMR, 13C NMR, IR, MS spectra and elemental analysis. The crystal structure of one diastereoisomer of the amides was determined by single crystal diffraction analysis, and the absolute configuration of which was deduced by internal reference. The crystal belongs to orthorhombic space group P212121. Crystallographic data are:a=0.896 45(1)nm, b=1.271 23(2)nm, c=2.076 21(4)nm, V=2.366 04(6)nm3, Z=4, R1=0.0464.

Key words: Ketorolac, Amide, Diastereoisomer, Resolution, Crystal structure,  Absolute configuration