4.6 Article

Attrition-Enhanced Deracemization in the Synthesis of Clopidogrel - A Practical Application of a New Discovery

Journal

ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 13, Issue 6, Pages 1195-1198

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/op900243c

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Funding

  1. Samenwerkingsverband Noord-Nederland (Cooperation Northern Netherlands)
  2. EFRO
  3. European Commission [NMP4-SL-2008-214340]

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The recently discovered technique of deracemization by means of attrition-induced grinding of a solid conglomerate in contact with a solution wherein racemization occurs has been used with a derivative of 2-chlorophenyl glycine, the key chiral component in the synthesis of Clopidogrel (Plavix). Deracemization of the racemate proceeds to a single enantiomer and in essentially absolute enantiomeric excess. Further conversion of enantiomerically pure material to Clopidogrel was achieved in 88% yield.

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