Cinchonidine

(R)-(8S,9R)-Cinchonin-9-ol
CAS Number
485-71-2
PubChem
Molecular Formula
C19H22N2O
Molecular Weight
294.39 g/mol
Chiral Catalysts Catalysts
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Cinchonidine is a natural cinchona alkaloid extracted from cinchona bark. It is a versatile organocatalyst used in asymmetric phase-transfer catalysis, dihydroxylation, and numerous enantioselective transformations.

Applications

  • Sharpless asymmetric dihydroxylation (co-catalyst)
  • Phase-transfer alkylation of glycine imines
  • Enantioselective Michael additions
  • Asymmetric Morita-Baylis-Hillman reactions

Specifications

Property Value
CAS 485-71-2
Molecular Formula C19H22N2O
Molecular Weight 294.39 g/mol
Purity >99%
Optical Rotation [α]D -109° (c 1, EtOH)

Features

  • Naturally derived renewable catalyst
  • Bifunctional hydrogen bonding and basic activation
  • Cost-effective for scale-up
  • Modifiable to N-benzyl derivatives for PTC

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