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• W2902496434 abstract "Abstract We report here the coordination-mediated resolution of methyl o -chloromandelate, which is a key intermediate for clopidogrel, in preparative scale. The reaction of CaO, optically pure (2 R , 3 R )- O , O ′-dibenzoyltartaric acid, and methyl o -chloromandelate in ethanol solution afforded a mixed-ligands calcium(II) complex that was further purified by stirring of the crystals in hot methanol. Methyl ( R )- o -chloromandelate was obtained in good enantiomeric excess value (>99.5%) and yield (71%) by treatment of the complex with acid. At the same time, (2 R , 3 R )- O , O ′-dibenzoyltartaric acid was recovered in 72% yield. In addition, methyl ( S )- o -chloromandelate was obtained in good enantiomeric excess value (>99.5%) and yield (73%) by recovery from the mother liquor and resolution with the same procedure for methyl ( R )- o -chloromandelate, except that (2 S , 3 S )- O , O ′-dibenzoyltartaric acid was used as the resolving reagent." @default.
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• W2902496434 date "2019-04-02" @default.
• W2902496434 modified "2023-09-24" @default.
• W2902496434 title "Calcium(II)-mediated resolution of methyl o-chloromandelate with chiral O,O′-dibenzoyltartaric acid in preparative scale" @default.
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• W2902496434 doi "https://doi.org/10.1515/mgmc-2018-0043" @default.
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