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- W2589016586 endingPage "2304" @default.
- W2589016586 startingPage "2290" @default.
- W2589016586 abstract "The enantioselective resolution of several racemic derivatives of mandelic acid methyl ester catalyzed by lipases from Pseudomonas fluorescens (Amano AK) or Burkholderia cepacia (Amano PS‐C II and Amano PS‐IM) has been achieved. A gram‐scale lipase‐mediated kinetic resolution approach has been developed that allows the facile synthesis of the corresponding methyl ( R )‐(–)‐mandelates with excellent enantiomeric excesses (up to >99 % ee ) and reaction enantioselectivity ( E values up to >200). The dopaminergic agent pemoline, used in the treatment of attention‐deficit hyperactivity disorder (ADHD) and narcolepsy, was synthesized with 98 % ee in a straightforward route by condensing the prepared methyl ( R )‐(–)‐mandelate with guanidine hydrochloride under basic conditions. The desired ( R )‐(+)‐pemoline in optically pure form (>99 % ee ) was obtained after two recrystallizations from ethanol. However, it was confirmed by chiral HPLC that optically active pemoline undergoes racemization in methanol solution." @default.
- W2589016586 created "2017-02-24" @default.
- W2589016586 creator A5078312906 @default.
- W2589016586 creator A5079507656 @default.
- W2589016586 creator A5081420991 @default.
- W2589016586 date "2017-04-19" @default.
- W2589016586 modified "2023-09-30" @default.
- W2589016586 title "Chemoenzymatic Preparation of Enantiomerically Enriched (<i>R</i>)‐(–)‐Mandelic Acid Derivatives: Application in the Synthesis of the Active Agent Pemoline" @default.
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