Cinchonine

(S)-(8R,9S)-Cinchonin-9-ol
CAS Number
118-10-5
PubChem
Molecular Formula
C19H22N2O
Molecular Weight
294.39 g/mol
Chiral Catalysts Catalysts
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Cinchonine is a natural cinchona alkaloid and the pseudoenantiomer of cinchonidine. It serves as a chiral organocatalyst and resolving agent, frequently providing opposite enantioselectivity to cinchonidine in catalytic applications.

Applications

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

Specifications

Property Value
CAS 118-10-5
Molecular Formula C19H22N2O
Molecular Weight 294.39 g/mol
Purity >99%
Optical Rotation [α]D +229° (c 1, EtOH)

Features

  • Pseudoenantiomeric to cinchonidine
  • Effective resolving agent
  • Dual basic and hydrogen-bonding functionality
  • Readily derivatized for catalyst optimization

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