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CS-W001157 4
Total: USD 88.00

2,3-Dihydrobenzofuran-5-propanoic acid

  • CAS No. 215057-28-6

  • Cat. No. CS-M3399
  • Purity≥97%
  • MDL No.MFCD03102298

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

2,3-Dihydrobenzofuran-5-propanoic acid|CS-M3399

Structure of 215057-28-6

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General Information

  • CAS No. 215057-28-6
  • Cat. No. CS-M3399
  • Purity ≥97%
  • MDL No. MFCD03102298
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₃
  • Molecular Weight 192.21
  • Synonym(s) 5-Benzofuranpropanoic acid, 2,3-dihydro-
  • SMILES OC(CCC1=CC2=C(OCC2)C=C1)=O

Description

2,3-Dihydrobenzofuran-5-propanoic acid features a rigid fused-ring core with a pendant propanoic acid group, enabling direct integration into bioactive scaffolds. The electron-rich heterocycle enhances solubility and metabolic stability, while the carboxylic acid facilitates conjugation in synthetic transformations under standard conditions.

Application

2,3-Dihydrobenzofuran-5-propanoic acid serves as a versatile building block for heterocyclic synthesis, offering a rigid, bioactive scaffold with orthogonal functional handles. Its carboxylic acid group enables direct coupling reactions, while the dihydrobenzofuran core provides structural stability and favorable pharmacophoric properties. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC. Patent: WO2008/151170 A2, 2008 ; Location in patent: Page/Page column 5; 6; 14; 20; 36; 46; 63; 68 ;
  • Route2

    References

    • Chen, Wen; Yang, Li-Juan; Li, Yan; Wang, Xue-Quan; Wang, Shao-Jie; Wan, Wei-Chao; Zhang, Hong-Bin; Yang, Xiao-Dong Letters in Drug Design and Discovery, 2013 , vol. 10, # 7 p. 561 - 571
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239

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   46.53
  • LogP   1.6387
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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