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CS-W001157 4
Total: USD 88.00

tert-Butyl 4-(2-bromoacetyl)piperidine-1-carboxylate

  • CAS No. 301221-79-4

  • Cat. No. CS-W001527
  • Molecule weight306.20
  • Purity≥97%
  • MDL No.MFCD11975555

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

tert-Butyl 4-(2-bromoacetyl)piperidine-1-carboxylate|CS-W001527

Structure of 301221-79-4

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General Information

  • CAS No. 301221-79-4
  • Cat. No. CS-W001527
  • Purity ≥97%
  • MDL No. MFCD11975555
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₀BrNO₃
  • Molecular Weight 306.20
  • Synonym(s) tert-Butyl 4-(2-bromoacetyl)-piperidine-1-carboxylate
  • SMILES BrCC(=O)C1CCN(CC1)C(=O)OC(C)(C)C

Description

tert-Butyl 4-(2-bromoacetyl)piperidine-1-carboxylate features a bromoacetyl group attached to a piperidine scaffold, enabling direct functionalization in synthetic sequences. This bench-stable reagent facilitates efficient C–C and C–heteroatom bond formation via nucleophilic substitution, particularly valuable in peptide derivatization and medicinal chemistry applications.

Application

tert-Butyl 4-(2-bromoacetyl)piperidine-1-carboxylate serves as a versatile building block for the synthesis of piperidine-containing scaffolds, enabling efficient introduction of a bromoacetyl group at the nitrogen. Its bench-stable nature and compatibility with standard coupling reactions facilitate downstream functionalization, including nucleophilic substitution and heterocycle formation. The tert-butyl carbamate group provides orthogonal protection, allowing selective transformations in complex molecule assembly.

Synthesis

  • Route1

    References

    • INOVACIA AB Patent: WO2009/150144 A1, 2009 ; Location in patent: Page/Page column 139 ; WO 2009/150144 A1
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 8 p. 2129 - 2134
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 13 p. 3419 - 3424

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   2.5975
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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