Patent · US Expired

Process for the preparation of optically and chemically highly pure (R)- or (S)-&agr;-hydroxycarboxylic acids

US6781012B2 · kind B2 · utility

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6Claims
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Key dates

Filing dateApr 16, 2001
Grant dateAug 24, 2004
Priority date
Expiry dateApr 16, 2021

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C51/43
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Process for the preparation of optically highly pure (R)- and (S)-&agr;-hydroxycarboxylic acids, in which either isolated, impure (R)- and (S)-&agr;-hydroxycarboxylic acids prepared by acidic hydrolysis of the (R)- and (S)- cyanohydrins obtained by enzyme-catalyzed addition of a cyanide group donor to the corresponding aldehydes or ketones are recrystallized in an aromatic hydrocarbon, optionally in the presence of a cosolvent, and optically highly pure (R)- and (S)-&agr;-hydroxycarboxylic acids having an optical purity of over 98%ee are obtained or the hydrolysis solution obtained by acidic hydrolysis of the (R)- and (S)-cyanohydrins is treated directly with an aromatic hydrocarbon, optionally in combination with a cosolvent, and is then extracted at hydrolysis temperature, whereupon after cooling of the organic phase the corresponding chemically and optically highly pure (R)- and (S)-&agr;-hydroxycarboxylic acids having an optical purity of over 98%ee crystallize out.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.