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CS-W001157 4
Total: USD 88.00

3,5-Dibromotyrosine

  • CAS No. 300-38-9

  • Cat. No. CS-0157743
  • Purity≥97%
  • MDL No.MFCD00037204

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

3,5-Dibromotyrosine|CS-0157743

Structure of 300-38-9

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General Information

  • CAS No. 300-38-9
  • Cat. No. CS-0157743
  • Purity ≥97%
  • MDL No. MFCD00037204
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉Br₂NO₃
  • Molecular Weight 338.98
  • Synonym(s) None
  • SMILES C1=C(C=C(C(=C1Br)O)Br)C[C@@H](C(=O)O)N

Description

3,5-Dibromotyrosine features two bromine atoms at the 3- and 5-positions of the aromatic ring, conferring enhanced electron deficiency and stability. This configuration enables selective incorporation into peptide sequences for radiolabeling studies or bioactive compound synthesis. The molecule exhibits robust bench stability and facilitates site-specific conjugation in synthetic biology workflows.

Application

3,5-Dibromotyrosine serves as a brominated aromatic building block for the synthesis of bioactive peptides and heterocyclic scaffolds. Its dual bromine substituents at the meta positions enhance electrophilic reactivity in Pd-catalyzed cross-coupling reactions, enabling efficient diversification of peptide backbones. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and API development.

Synthesis

  • Route1
    • L-Tyrosine Levodopa Impurity|CS-0229709
      60-18-4
    • ~94%
    • In-stock
      3,5-Dibromotyrosine|CS-0157743
      300-38-9

    References

    • Gao, Hongfeng; Kelly, Michelle; Hamann, Mark T. Tetrahedron, 1999 , vol. 55, # 32 p. 9717 - 9726
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 54, # 12 p. 1715 - 1719
  • Route3
    • null|null
      7726-95-6
    • L-Tyrosine Levodopa Impurity|CS-0229709
      60-18-4
    • null|null
      64-19-7
    • ~%
    • In-stock
      3,5-Dibromotyrosine|CS-0157743
      300-38-9

    References

    • Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 144, p. 277,280

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   83.55
  • LogP   1.8716
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   3

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