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CS-W001157 4
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(5-Methoxybenzofuran-2-yl)boronic acid

  • CAS No. 551001-79-7

  • Cat. No. CS-W021117
  • Purity≥95%
  • MDL No.MFCD06801701

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

(5-Methoxybenzofuran-2-yl)boronic acid|CS-W021117

Structure of 551001-79-7

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General Information

  • CAS No. 551001-79-7
  • Cat. No. CS-W021117
  • Purity ≥95%
  • MDL No. MFCD06801701
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BO₄
  • Molecular Weight 191.98
  • Synonym(s) 5-methoxybenzofuran-2-ylboronic acid
  • SMILES COC1=CC=C(OC(B(O)O)=C2)C2=C1

Description

This boronate moiety integrates a methoxy-substituted benzofuran scaffold, offering enhanced solubility and stability under standard conditions. The electron-donating methoxy group modulates reactivity, enabling efficient coupling in Suzuki-Miyaura transformations. Designed for streamlined synthesis of bioactive heterocycles, it delivers consistent performance across diverse reaction matrices.

Application

(5-Methoxybenzofuran-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its stability, ease of handling, and compatibility with diverse functional groups make it ideal for constructing biaryl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Swahn, Britt-Marie; Wensbo, David; Sandell, Johan; Sohn, Daniel; Slivo, Can; Pyring, David; Malmstroem, Jonas; Arzel, Erwan; Vallin, Michaela; Bergh, Margareta; Jeppsson, Fredrik; Johnson, Allan E.; Jureus, Anders; Neelissen, Jan; Svensson, Samuel Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 6 p. 1976 - 1980
  • Route2
    • In-stock
      5-Methoxybenzofuran|CS-0056827
      13391-28-1
    • null|null
      5419-55-6
    • null|null
      7732-18-5
    • ~75%
    • In-stock
      (5-Methoxybenzofuran-2-yl)boronic acid|CS-W021117
      551001-79-7

    References

    • BIOENERGENIX; MCCALL, John M.; ROMERO, Donna L.; KELLY, Robert C. Patent: WO2012/119046 A2, 2012 ; Location in patent: Page/Page column 63 ;

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   62.83
  • LogP   0.1212
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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