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CS-W001157 4
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tert-Butyl (7-bromoheptyl)carbamate

  • CAS No. 142356-34-1

  • Cat. No. CS-0090444
  • Purity≥95%
  • MDL No.MFCD22576425

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

tert-Butyl (7-bromoheptyl)carbamate|CS-0090444

Structure of 142356-34-1

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General Information

  • CAS No. 142356-34-1
  • Cat. No. CS-0090444
  • Purity ≥95%
  • MDL No. MFCD22576425
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₄BrNO₂
  • Molecular Weight 294.23
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCCCCCBr

Description

tert-Butyl (7-bromoheptyl)carbamate delivers a brominated alkyl chain with a stable carbamate protecting group, enabling selective functionalization in complex synthesis. The tert-butyl carbamate moiety ensures robust protection under standard conditions, while the terminal bromide facilitates palladium-catalyzed coupling reactions. This reagent integrates readily into multistep sequences requiring orthogonal handling and precise site-specific modification.

Application

tert-Butyl (7-bromoheptyl)carbamate serves as a versatile protecting group for primary amines, enabling efficient introduction of bromoalkyl chains in synthetic sequences. The tert-butyl carbamate moiety provides excellent stability under basic conditions and facilitates mild deprotection via acidolysis. Its bromide functionality supports subsequent cross-coupling reactions, such as palladium-catalyzed Suzuki or Negishi transformations, making it a practical building block for functionalized alkylated scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • FUJISAWA PHARMACEUTICAL CO., LTD. Patent: WO2005/56012 A1, 2005 ; Location in patent: Page/Page column 70-71 ;
  • Route2

    References

    • Egbertson, Melissa S.; Chang, Charles T.-C.; Duggan, Mark E.; Gould, Robert J.; Halczenko, Wasyl; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 16 p. 2537 - 2551

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   3.8565
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   7

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