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CS-W001157 4
Total: USD 88.00

Norcamphor

  • CAS No. 497-38-1

  • Cat. No. CS-0072123
  • Purity≥97%
  • MDL No.None

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

Norcamphor|CS-0072123

Structure of 497-38-1

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General Information

  • CAS No. 497-38-1
  • Cat. No. CS-0072123
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O
  • Molecular Weight 110.15
  • Synonym(s) Bicyclo[2.2.1]heptan-2-one~2-Norbornanone
  • SMILES O=C1CC2CCC1C2

Description

Norcamphor serves as a chiral synthon in asymmetric synthesis, leveraging its rigid bicyclic framework to direct stereochemical outcomes. The ketone functionality enables diverse transformations, including nucleophilic additions and enolization reactions. This bench-stable, moisture-tolerant compound integrates readily into catalytic cycles and complex molecular architectures.

Application

Norcamphor serves as a versatile chiral building block in asymmetric synthesis, leveraging its rigid bicyclic structure and accessible carbonyl functionality. It facilitates enantioselective transformations through well-established organocatalytic and metal-catalyzed reactions, offering high stereocontrol in the construction of complex molecular architectures. Its bench-stable nature and compatibility with diverse functional groups make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • rel-(1S,2R,4R)-Bicyclo[2.2.1]heptan-2-ol|CS-0927583
      497-36-9
    • ~95%
    • In-stock
      Norcamphor|CS-0072123
      497-38-1

    References

    • Venkatesan; Kumar, A. Senthil; Zen Tetrahedron Letters, 2008 , vol. 49, # 28 p. 4339 - 4341
  • Route2

    References

    • Goldstein, Alan S.; Beer, Robert H.; Drago, Russell S. Journal of the American Chemical Society, 1994 , vol. 116, # 6 p. 2424 - 2429
  • Route3

    References

    • Shionogi and Co., Ltd. Patent: US5686285 A1, 1997 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228
Precautionary Statements : P210-P240-P241-P280-P370+P378

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   1.3755
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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