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CS-W001157 4
Total: USD 88.00

Hydrocinchonine

  • CAS No. 485-65-4

  • Cat. No. CS-0091387
  • Purity≥95%
  • MDL No.MFCD00216716

*For research and further manufacturing use only, not for direct human use.

Hydrocinchonine|CS-0091387

Structure of 485-65-4

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General Information

  • CAS No. 485-65-4
  • Cat. No. CS-0091387
  • Purity ≥95%
  • MDL No. MFCD00216716
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₄N₂O
  • Molecular Weight 296.41
  • Synonym(s) Dihydrocinchonine
  • SMILES O[C@@H](C1=CC=NC2=C1C=CC=C2)[C@]3([H])[N@@](CC4)C[C@H](CC)[C@]4([H])C3

Description

Hydrocinchonine is a stereodefined quinoline alkaloid featuring a reduced quinuclidine core, delivering enhanced solubility and stability compared to parent cinchona derivatives. This bench-stable scaffold integrates readily into asymmetric catalysis workflows, offering high enantioselectivity in hydrogenation reactions through its well-defined chiral environment and coordinated nitrogen centers.

Application

Hydrocinchonine serves as a chiral auxiliary and catalyst in asymmetric synthesis, enabling enantioselective transformations through well-documented coordination with transition metals. Its rigid quinoline scaffold provides excellent stereocontrol in reductive amination and conjugate addition reactions. The molecule exhibits robust bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance, making it a reliable choice for iterative synthetic sequences in medicinal chemistry and natural product synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.36
  • LogP   3.3886
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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