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CS-W001157 4
Total: USD 88.00

(5-Formylfuran-3-yl)boronic acid

  • CAS No. 62306-80-3

  • Cat. No. CS-0036469
  • Purity≥97%
  • MDL No.MFCD01319004

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

(5-Formylfuran-3-yl)boronic acid|CS-0036469

Structure of 62306-80-3

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General Information

  • CAS No. 62306-80-3
  • Cat. No. CS-0036469
  • Purity ≥97%
  • MDL No. MFCD01319004
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BO₄
  • Molecular Weight 139.90
  • Synonym(s) 5-Formylfuran-3-boronic acid
  • SMILES C1=C(C=O)OC=C1B(O)O

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, enabling rapid access to functionalized heteroaryl scaffolds. The formyl group offers a direct handle for downstream derivatization via reductive amination or nucleophilic addition, while the bench-stable nature ensures reliable performance under standard conditions.

Application

(5-Formylfuran-3-yl)boronic acid serves as a versatile building block for Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The formyl group provides orthogonal functionality for downstream transformations, including reductive amination or oxime formation, while the boronic acid moiety offers excellent bench stability and compatibility with diverse reaction conditions. Its utility in synthesizing complex heterocyclic scaffolds and functionalized arenes makes it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 4-Bromo-2-(diethoxymethyl)furan|CS-0566356
      27065-51-6
    • null|null
      5419-55-6
    • ~78%
    • In-stock
      (5-Formylfuran-3-yl)boronic acid|CS-0036469
      62306-80-3

    References

    • WO2006/122683 A2, ; Page/Page column 9-10 ;
  • Route2
    • null|null
      917076-54-1
    • null|null
      5419-55-6
    • ~59%
    • In-stock
      (5-Formylfuran-3-yl)boronic acid|CS-0036469
      62306-80-3

    References

    • WO2006/122683 A2, ; Page/Page column 10 ;
  • Route3
    • null|null
      5419-55-6
    • null|null
      83953-42-8
    • ~78%
    • In-stock
      (5-Formylfuran-3-yl)boronic acid|CS-0036469
      62306-80-3

    References

    • WO2006/122683 A2, ; Page/Page column 8 ;

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   70.67
  • LogP   -1.2281
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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