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CS-W001157 4
Total: USD 88.00

4-(Dibenzylamino)cyclohexanone

  • CAS No. 149506-79-6

  • Cat. No. CS-M1206
  • Purity≥98%
  • MDL No.MFCD16659682

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

4-(Dibenzylamino)cyclohexanone|CS-M1206

Structure of 149506-79-6

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General Information

  • CAS No. 149506-79-6
  • Cat. No. CS-M1206
  • Purity ≥98%
  • MDL No. MFCD16659682
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₂₃NO
  • Molecular Weight 293.40
  • Synonym(s) 4-(Dibenzylamino)cyclohexan-1-one
  • SMILES O=C1CCC(CC1)N(CC2=CC=CC=C2)CC3=CC=CC=C3

Description

4-(Dibenzylamino)cyclohexanone is a sterically encumbered ketone featuring a dibenzylamino group at the para position of a cyclohexanone ring. This configuration imparts enhanced stability and modulates reactivity in synthetic transformations, particularly in asymmetric synthesis and medicinal chemistry applications. The molecule's electron-rich aromatic moieties facilitate conjugation effects, enabling precise control over nucleophilic attack sites.

Application

4-(Dibenzylamino)cyclohexanone serves as a versatile scaffold for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The dibenzylamino group enables facile functionalization and acts as a directing handle in electrophilic substitutions, while the ketone functionality supports enolate chemistry and reductive amination protocols. Bench-stable and compatible with standard purification techniques, it facilitates efficient access to complex molecular architectures in medicinal chemistry campaigns.

Synthesis

  • Route1
    • N,N-dibenzyl-1,4-dioxaspiro[4.5]Decan-8-amine|CS-0447814
      168893-04-7
    • ~72%
    • In-stock
      4-(Dibenzylamino)cyclohexanone|CS-M1206
      149506-79-6

    References

    • WO2011/141180 A1, ; Page/Page column 49 ; WO 2011/141180 A1
  • Route2

    References

    • US2011/160206 A1, ; Page/Page column 27-28 ;
  • Route3
    • 4-(Dibenzylamino)cyclohexan-1-ol|CS-0754326
      177906-47-7
    • ~%
    • In-stock
      4-(Dibenzylamino)cyclohexanone|CS-M1206
      149506-79-6

    References

    • WO2012/101065 A2, ; Page/Page column 188 ; WO 2012/101065 A2

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   20.31
  • LogP   4.2005
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   5

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