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CS-W001157 4
Total: USD 88.00

9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one

  • CAS No. 81514-40-1

  • Cat. No. CS-W001648
  • Molecule weight231.29
  • Purity≥98%
  • MDL No.None

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

9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one|CS-W001648

Structure of 81514-40-1

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General Information

  • CAS No. 81514-40-1
  • Cat. No. CS-W001648
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇NO₂
  • Molecular Weight 231.29
  • Synonym(s) None
  • SMILES O=C1CC2COCC(C1)N2Cc1ccccc1

Description

9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one features a rigid, electron-deficient bicyclic scaffold with a pendant benzyl group that enhances solubility and facilitates downstream functionalization. The carbonyl at C7 introduces polarity and reactivity, enabling use in transition metal-catalyzed coupling reactions. This structure serves as a stable, handle-rich building block for complex heterocyclic synthesis.

Application

9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one serves as a versatile scaffold for the synthesis of bioactive heterocycles, leveraging its rigid bicyclic framework and strategically positioned electrophilic carbonyl and benzylic sites. The molecule facilitates efficient functionalization via nucleophilic addition, reductive amination, and transition-metal-catalyzed coupling reactions, enabling rapid diversification in medicinal chemistry campaigns. Its bench-stable crystalline form simplifies handling and purification, while the benzyl group provides a convenient handle for selective deprotection or derivatization under mild conditions.

Synthesis

  • Route1
    • In-stock
      3-Oxopentanedioic acid|CS-W007752
      542-05-2
    • null|null
      7456-83-9
    • null|null
      100-46-9
    • ~%
    • In-stock
      9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one|CS-W001648
      81514-40-1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 24 p. 6952 - 6956
  • Route2
    • In-stock
      3-Oxopentanedioic acid|CS-W007752
      542-05-2
    • 2-(2,2-Diethoxyethoxy)-1,1-diethoxyethane|CS-W001597
      56999-16-7
    • null|null
      100-46-9
    • ~%
    • In-stock
      9-Benzyl-3-oxa-9-azabicyclo[3.3.1]nonan-7-one|CS-W001648
      81514-40-1

    References

    • WO2009/27820 A2, ; Page/Page column 322-323 ; WO 2009/027820 A2
  • Route3

    References

    • WO2008/143856 A1, ; Page/Page column 32 ; WO 2008/143856 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   1.6189
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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