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CS-W001157 4
Total: USD 88.00

Benzyl (3-bromopropyl)carbamate

  • CAS No. 39945-54-5

  • Cat. No. CS-0158585
  • Purity≥95%
  • MDL No.MFCD01737871

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

Benzyl (3-bromopropyl)carbamate|CS-0158585

Structure of 39945-54-5

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General Information

  • CAS No. 39945-54-5
  • Cat. No. CS-0158585
  • Purity ≥95%
  • MDL No. MFCD01737871
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄BrNO₂
  • Molecular Weight 272.14
  • Synonym(s) None
  • SMILES O=C(OCC=1C=CC=CC1)NCCCBr

Description

Benzyl (3-bromopropyl)carbamate delivers a reactive bromide handle for conjugation workflows, featuring a stable carbamate linkage and benzyl protection. This reagent enables efficient incorporation into peptide or polymer architectures under mild conditions, offering reliable functionalization with minimal side reactivity.

Application

Benzyl (3-bromopropyl)carbamate serves as a versatile bifunctional building block, enabling efficient introduction of both carbamate and bromoalkyl handles in synthetic sequences. The benzyl carbamate group provides stable protection for primary amines under standard conditions, while the terminal bromide facilitates nucleophilic substitution reactions, including coupling with heterocycles, amines, and nucleophilic aromatic systems. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex scaffolds in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • In-stock
      3-Bromopropylamine hydrobromide|CS-W008585
      5003-71-4
    • null|null
      501-53-1
    • ~99%
    • In-stock
      Benzyl (3-bromopropyl)carbamate|CS-0158585
      39945-54-5

    References

    • LIGHTSHIP MEDICAL LIMITED; JAMES, Tony; BARWELL, Nicholas, Paul Patent: WO2012/95628 A1, 2012 ; Location in patent: Page/Page column 20 ;
  • Route2

    References

    • STARPHARMA PTY LIMITED Patent: WO2007/82331 A1, 2007 ; Location in patent: Page/Page column 100-101 ;
  • Route3

    References

    • Dai, Chunhui; Narayanam, Jagan M.R.; Stephenson, Corey R.J. Nature Chemistry, 2011 , vol. 3, # 2 p. 140 - 145

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   2.6978
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   5

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