Attrition-Enhanced Deracemization in the Synthesis of Clopidogrel: A Practical Application of a New Discovery was written by van der Meijden, Maarten W.;Leeman, Michel;Gelens, Edith;Noorduin, Wim L.;Meekes, Hugo;van Enckevort, Willem J. P.;Kaptein, Bernard;Vlieg, Elias;Kellogg, Richard M.. And the article was included in Organic Process Research & Development in 2009.Synthetic Route of C9H10ClNO2 The following contents are mentioned in the article:
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. This study involved multiple reactions and reactants, such as (S)-Methyl 2-amino-2-(2-chlorophenyl)acetate (cas: 141109-14-0Synthetic Route of C9H10ClNO2).
(S)-Methyl 2-amino-2-(2-chlorophenyl)acetate (cas: 141109-14-0) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Synthetic Route of C9H10ClNO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics