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CS-W001157 4
Total: USD 88.00

Tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate

  • CAS No. 169457-73-2

  • Cat. No. CS-0068039
  • Purity≥98%
  • MDL No.MFCD06410598

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

Tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate|CS-0068039

Structure of 169457-73-2

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General Information

  • CAS No. 169457-73-2
  • Cat. No. CS-0068039
  • Purity ≥98%
  • MDL No. MFCD06410598
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₂BrNO₂
  • Molecular Weight 292.22
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC(CCBr)CC1

Description

Tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate features a piperidine core bearing a tert-butyl carbamate protecting group and a pendant bromoethyl chain. This bifunctional scaffold enables direct alkylation or transition-metal-catalyzed coupling reactions, serving as a key intermediate in the synthesis of bioactive molecules and pharmaceutical candidates. The robust protecting group ensures stability under diverse reaction conditions.

Application

Tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate serves as a versatile building block for constructing piperidine-based scaffolds in medicinal chemistry. The bromoethyl side chain enables efficient nucleophilic substitution, facilitating the installation of diverse functional groups or heterocyclic extensions. The tert-butyl carbamate protects the piperidine nitrogen under standard reaction conditions, offering excellent bench stability and compatibility with common coupling protocols. Its reactivity profile supports straightforward derivatization for API intermediates and target molecule synthesis.

Synthesis

  • Route1

    References

    • AstraZeneca AB; NPS PHARMACEUTICALS Patent: US2007/32469 A1, 2007 ; Location in patent: Page/Page column 46 ; US 20070032469 A1
  • Route2
    • null|null
      558-13-4
    • In-stock
      N-Boc-4-Piperidineethanol|CS-M1539
      89151-44-0
    • ~%
    • In-stock
      Tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate|CS-0068039
      169457-73-2

    References

    • Glaxo Group Limited Patent: US5861414 A1, 1999 ;
  • Route3

    References

    • ZIV, Ilan; Grimberg, Hagit Patent: US2011/294754 A1, 2011 ;

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

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   3.4185
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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