Patent · US Active

Catalyst for asymmetric hydrogenation of imine, synthesis method and application thereof

US9358532B2 · kind B2 · utility

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16Claims
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Key dates

Filing dateMar 2, 2011
Grant dateJun 7, 2016
Priority date
Expiry dateMar 2, 2031

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07B2200/07
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A chiral hydrogenated H8-BINOL bisphosphine compound is provided, with the structure shown as the following formula (I), wherein both R1 and R2 are halogen, H or C1-C10 aliphatic group; R3 is H or C1-C10 aliphatic group; R4 is halogen, amino, nitro, H, C1-C10 aliphatic group or C1-C10 aromatic group; and X is phenyl, substituted phenyl, cyclohexyl, substituted cyclohexyl, C6-C30 aromatic group, or C6-C30 heterocyclic aromatic group containing one or more heteroatoms selected from N, S, O. The present invention further provides a catalyst for an asymmetric catalytic hydrogenation reaction which contains the compound, wherein the catalyst can produce more than 90% of enantiomers and efficiency with the turnover number of greater than 100,000 in the asymmetric hydrogenation reaction of imines.

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