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CS-W001157 4
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tert-butyl (5-bromopentyl)carbamate

  • CAS No. 83948-54-3

  • Cat. No. CS-0006785
  • Purity≥95%
  • MDL No.MFCD03425513

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

tert-butyl (5-bromopentyl)carbamate|CS-0006785

Structure of 83948-54-3

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General Information

  • CAS No. 83948-54-3
  • Cat. No. CS-0006785
  • Purity ≥95%
  • MDL No. MFCD03425513
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀BrNO₂
  • Molecular Weight 266.18
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCCCBr

Description

tert-Butyl (5-bromopentyl)carbamate delivers a reactive bromide handle at the terminus of a flexible pentyl chain, enabling efficient coupling in nucleophilic substitution reactions. The tert-butyl carbamate group provides reliable protection for primary amines, removable under mild acidic conditions. This bifunctional architecture supports modular synthesis in peptide and small-molecule development.

Application

tert-Butyl (5-bromopentyl)carbamate serves as a versatile protecting group for primary amines, enabling selective functionalization in complex molecule synthesis. The bromide moiety facilitates efficient coupling reactions, including Buchwald–Hartwig amination and nucleophilic substitution, while the tert-butyl carbamate group offers excellent bench stability and ease of removal under mild acidic conditions. Its compatibility with diverse reaction conditions makes it a practical choice for building blocks in medicinal chemistry and peptide modification workflows.

Synthesis

  • Route1

    References

    • MYREXIS, INC.; KUMAR, Dange Vijay; SLATTUM, Paul M.; YAGER, Kraig M.; SHENDEROVICH, Mark D.; TANGALLAPALLY, Rajendra; KIM, Se-Ho Patent: WO2012/177782 A1, 2012 ; Location in patent: Page/Page column 87 ; WO 2012/177782 A1
  • Route2
    • null|null
      932403-94-6
    • ~83%
    • In-stock
      tert-butyl (5-bromopentyl)carbamate|CS-0006785
      83948-54-3

    References

    • Lee, Kangwon; Rouillard, Jean-Marie; Pham, Trinh; Gulari, Erdogan; Kim, Jinsang Angewandte Chemie - International Edition, 2007 , vol. 46, # 25 p. 4667 - 4670
  • Route3

    References

    • Carbohydrate Research, , vol. 322, # 3-4 p. 201 - 208

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   38.33
  • LogP   3.0763
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   5

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