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tert-Butyl (11-bromoundecyl)carbamate

  • CAS No. 463930-53-2

  • Cat. No. CS-0434099
  • Purity≥97%
  • MDL No.MFCD22576479

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

tert-Butyl (11-bromoundecyl)carbamate|CS-0434099

Structure of 463930-53-2

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General Information

  • CAS No. 463930-53-2
  • Cat. No. CS-0434099
  • Purity ≥97%
  • MDL No. MFCD22576479
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₃₂BrNO₂
  • Molecular Weight 350.34
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCCCCCCCCCBr

Description

tert-Butyl (11-bromoundecyl)carbamate features a bromoalkyl chain terminating in a stable tert-butyl carbamate group, enabling straightforward conjugation and protection of primary amines. This bifunctional scaffold facilitates efficient incorporation into complex molecular architectures under standard conditions.

Application

tert-Butyl (11-bromoundecyl)carbamate serves as a robust, bench-stable protecting group for primary amines, enabling straightforward incorporation of long-chain alkylamine moieties into complex molecular architectures. Its bromide functionality facilitates efficient post-functionalization via palladium-catalyzed cross-coupling reactions, offering versatility in the synthesis of diverse amine-containing compounds. The tert-butyl carbamate moiety ensures high stability under basic conditions and is readily removed under mild acidic conditions, simplifying purification and downstream processing.

Synthesis

  • Route1

    References

    • Belser, Thomas; Stoehr, Meike; Pfaltz, Andreas Journal of the American Chemical Society, 2005 , vol. 127, # 24 p. 8720 - 8731
  • Route2
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      4772-51-4
    • ~86%
    • In-stock
      tert-Butyl (11-bromoundecyl)carbamate|CS-0434099
      463930-53-2

    References

    • Hofmann, Andreas; Graf, Christina; Kung, Shih-Hao; Kim, Myeongseob; Peng, Xiaogang; El-Aama, Randa; Ruehl, Eckart Synthesis, 2010 , # 7 art. no. T15909SS, p. 1150 - 1158
  • Route3

    References

    • Belser, Thomas; Stoehr, Meike; Pfaltz, Andreas Journal of the American Chemical Society, 2005 , vol. 127, # 24 p. 8720 - 8731

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   5.4169
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   11

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