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CS-W001157 4
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tert-Butyl 4-(4-bromophenyl)piperidine-1-carboxylate

  • CAS No. 769944-78-7

  • Cat. No. CS-W003678
  • Purity≥97%
  • MDL No.MFCD09878774

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

tert-Butyl 4-(4-bromophenyl)piperidine-1-carboxylate|CS-W003678

Structure of 769944-78-7

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General Information

  • CAS No. 769944-78-7
  • Cat. No. CS-W003678
  • Purity ≥97%
  • MDL No. MFCD09878774
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₂BrNO₂
  • Molecular Weight 340.26
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC(C2=CC=C(Br)C=C2)CC1

Description

tert-Butyl 4-(4-bromophenyl)piperidine-1-carboxylate features a brominated aryl group conjugated to a piperidine core, enabling efficient cross-coupling reactions. The tert-butyl ester provides stability and ease of deprotection under mild acidic conditions, making it ideal for late-stage functionalization in medicinal chemistry.

Application

tert-Butyl 4-(4-bromophenyl)piperidine-1-carboxylate serves as a versatile building block for the synthesis of biologically active piperidine derivatives. The bromophenyl group enables facile Suzuki, Stille, or Negishi coupling reactions, while the tert-butyl carbamate (Boc) protection offers excellent stability and orthogonal deprotection under mild acidic conditions. This compound facilitates efficient access to complex pharmaceutical scaffolds with high functional group tolerance and ease of purification.

Synthesis

  • Route1

    References

    • SCHERING CORPORATION; MANSOOR, Umar, Faruk; REDDY, Panduranga, Adulla; SIDDIQUI, M., Arshad Patent: WO2010/17060 A1, 2010 ; Location in patent: Page/Page column 31 ; WO 2010/017060 A1
  • Route2

    References

    • WO2009/7390 A2, ; Page/Page column 96 ; WO 2009/007390 A2
  • Route3

    References

    • WO2007/126957 A2, ; Page/Page column 101 ; WO 2007/126957 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   29.54
  • LogP   4.5636
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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