Patent · US Expired

Kinetic resolution method

US6639087B2 · kind B2 · utility

36Cited by
8References
39Claims
0Family size

Assignee

Inventors

Key dates

Filing dateAug 22, 2002
Grant dateOct 28, 2003
Priority date
Expiry dateAug 22, 2022

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY02P20/584
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method for stereoselective chemical synthesis, includes the steps of: (A) reacting a nucleophile and chiral or prochiral cyclic subtrate, said substrate comprising a carbocycle or a heterocycle having a reactive center susceptible to nucleophilic attack by the nucleophile, in the presence of a chiral non-racemic catalyst to produce a product mixture comprising a stereomerically enriched product wherein the product mixture further comprises a catalyst residue, at least a portion of the catalyst residue is in a first oxidation state, and the catalyst residue in the first oxidation state is active in catalyzing degradation of the stereoisomerically enriched product, and (B) chemically or electochemically changing the oxidation state of the catalyst residue from the first oxidation state to a second oxidation state, wherein catalyst residue in the second oxidation state is less active in catalyzing degradation of the stereoisomerically enriched product than is catalyst residue in the first oxidation state. The method reduces erosion of the chiral purity of the stereoisomerically enriched product and reduces the chemical transformation to side products of the stereoisomerically enrich…

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