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CS-W001157 4
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tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate

  • CAS No. 655225-01-7

  • Cat. No. CS-W005822
  • Purity≥97%
  • MDL No.MFCD07367890

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

tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate|CS-W005822

Structure of 655225-01-7

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General Information

  • CAS No. 655225-01-7
  • Cat. No. CS-W005822
  • Purity ≥97%
  • MDL No. MFCD07367890
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁BrN₂O₂
  • Molecular Weight 293.21
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCN(CCBr)CC1

Description

tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate is a bench-stable, moisture-tolerant building block featuring a reactive bromoethyl side chain. This piperazine derivative enables efficient coupling in amine-functionalization workflows, facilitating the construction of complex pharmaceutical intermediates through nucleophilic substitution.

Application

tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate serves as a versatile bifunctional building block for the synthesis of piperazine-based scaffolds. The bromoethyl side chain enables efficient alkylation reactions, while the tert-butyl carbamate group offers orthogonal protection and facile deprotection under mild acidic conditions. This stability and reactivity profile make it ideal for constructing complex heterocycles and medicinal chemistry intermediates in multi-step syntheses.

Synthesis

  • Route1

    References

    • DAC SRL; AMICI, Raffaella; COLOMBO, Andrea; COURTNEY, Stephen Martin; MERCURIO, Ciro; MONTALBETTI, Christian Aldo Georges Napoleon; MORTONI, Annalisa; VARASI, Mario Patent: WO2013/64919 A1, 2013 ; Location in patent: Page/Page column 37; 38 ;
  • Route2
    • N-Boc-piperazine Olaparib Impurity|CS-0214004
      57260-71-6
    • ~%
    • In-stock
      tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate|CS-W005822
      655225-01-7

    References

    • US5994356 A1, ;
  • Route3
    • null|null
      106-93-4
    • N-Boc-piperazine Olaparib Impurity|CS-0214004
      57260-71-6
    • ~5%
    • In-stock
      tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate|CS-W005822
      655225-01-7

    References

    • Seeberger, Sonja; Griffin, Roger J.; Hardcastle, Ian R.; Golding, Bernard T. Organic and Biomolecular Chemistry, 2007 , vol. 5, # 1 p. 132 - 138

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   32.78
  • LogP   1.934
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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