Quinine

(R)-(6-Methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methanol
CAS Number
130-95-0
PubChem
Molecular Formula
C20H24N2O2
Molecular Weight
324.42 g/mol
Chiral Catalysts Catalysts
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Quinine is a natural cinchona alkaloid with a methoxy-substituted quinoline ring system. It serves as a versatile bifunctional organocatalyst and is a benchmark catalyst for asymmetric phase-transfer and Michael addition reactions.

Applications

  • Asymmetric phase-transfer catalysis
  • Sharpless asymmetric dihydroxylation (co-catalyst)
  • Enantioselective Michael additions
  • Resolution of racemic acids

Specifications

Property Value
CAS 130-95-0
Molecular Formula C20H24N2O2
Molecular Weight 324.42 g/mol
Purity >99%
Optical Rotation [α]D -169° (c 1, EtOH)

Features

  • Natural and cost-effective chiral source
  • Bifunctional H-bond donor and Brønsted base
  • Excellent resolving properties
  • Broad catalyst derivatization potential

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