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CS-W001157 4
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N-Boc-5-bromoindole

  • CAS No. 182344-70-3

  • Cat. No. CS-0041116
  • Purity≥98%
  • MDL No.MFCD02090067

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

N-Boc-5-bromoindole|CS-0041116

Structure of 182344-70-3

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General Information

  • CAS No. 182344-70-3
  • Cat. No. CS-0041116
  • Purity ≥98%
  • MDL No. MFCD02090067
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₄BrNO₂
  • Molecular Weight 296.16
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1C=CC2=C1C=CC(Br)=C2

Description

N-Boc-5-bromoindole features a bromine substituent at the 5-position of the indole ring, enabling direct functionalization in cross-coupling reactions. The Boc group provides stable protection of the nitrogen, ensuring compatibility with diverse reaction conditions and simplifying downstream deprotection. This compound serves as a key intermediate in synthesizing bioactive indole derivatives.

Synthesis

  • Route1

    References

    • Takeda Pharmaceutical Company Limited Patent: EP1731505 A1, 2006 ; Location in patent: Page/Page column 29-30 ; EP 1731505 A1
  • Route2

    References

    • THE TRUSTEES OF COLLUMBIA UNIVERSITY IN THE CITY OF NEW YORK Patent: WO2006/26368 A2, 2006 ; Location in patent: Page/Page column 91-92 ;
  • Route3
    • In-stock
      tert-Butyl carbamate|CS-D1170
      4248-19-5
    • null|null
      1129606-89-8
    • ~53%
    • In-stock
      N-Boc-5-bromoindole|CS-0041116
      182344-70-3

    References

    • Hodgkinson, Roy C.; Schulz, Jurgen; Willis, Michael C. Organic and Biomolecular Chemistry, 2009 , vol. 7, # 3 p. 432 - 434

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   31.23
  • LogP   4.187
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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