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CS-W001157 4
Total: USD 88.00

4-Bromofuran-2-carboxylic acid methyl ester

  • CAS No. 58235-80-6

  • Cat. No. CS-M2917
  • Purity≥97%
  • MDL No.MFCD00092559

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

4-Bromofuran-2-carboxylic acid methyl ester|CS-M2917

Structure of 58235-80-6

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General Information

  • CAS No. 58235-80-6
  • Cat. No. CS-M2917
  • Purity ≥97%
  • MDL No. MFCD00092559
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrO₃
  • Molecular Weight 205.01
  • Synonym(s) METHYL4-BROMOFURAN-2-CARBOXYLATE
  • SMILES O=C(C1=CC(Br)=CO1)OC

Description

4-Bromofuran-2-carboxylic acid methyl ester features a brominated furan core paired with an ester-functionalized carboxylic acid, enabling direct incorporation into heterocyclic synthesis. This bench-stable, moisture-tolerant reagent facilitates efficient coupling reactions and serves as a key intermediate in medicinal chemistry and materials science applications.

Application

4-Bromofuran-2-carboxylic acid methyl ester serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The methyl ester group provides orthogonal reactivity for downstream functionalization, while the furan core offers structural rigidity and electronic properties relevant to medicinal chemistry scaffolds. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to substituted furans under standard reaction conditions.

Synthesis

  • Route1

    References

    • Brucoli, Federico; Natoli, Antonino; Marimuthu, Preethi; Borrello, Maria Teresa; Stapleton, Paul; Gibbons, Simon; Schaetzlein, Andreas Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2019 - 2024
  • Route2
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      Methyl 4,5-dibromofuran-2-carboxylate|CS-0011220
      54113-41-6
    • null|null
      58589-72-3
    • ~0%
    • In-stock
      4-Bromofuran-2-carboxylic acid methyl ester|CS-M2917
      58235-80-6
    • null|null
      1217024-26-4

    References

    • Schweizer, Stefan A.; Bach, Thorsten Synlett, 2010 , # 1 p. 81 - 84
  • Route3
    • null|null
      67-56-1
    • In-stock
      4-Bromo-2-furoic acid|CS-W009277
      3439-02-9
    • ~91%
    • In-stock
      4-Bromofuran-2-carboxylic acid methyl ester|CS-M2917
      58235-80-6

    References

    • Urbano, Mariangela; Guerrero, Miguel; Zhao, Jian; Velaparthi, Subash; Schaeffer, Marie-Therese; Brown, Steven; Rosen, Hugh; Roberts, Edward Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5470 - 5474

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.44
  • LogP   1.8287
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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