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CS-W001157 4
Total: USD 88.00

Ethyl 2,3-dihydrobenzo[1,4]dioxine-2-carboxylate

  • CAS No. 4739-94-0

  • Cat. No. CS-0151626
  • Purity≥97%
  • MDL No.MFCD01099774

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

Ethyl 2,3-dihydrobenzo[1,4]dioxine-2-carboxylate|CS-0151626

Structure of 4739-94-0

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General Information

  • CAS No. 4739-94-0
  • Cat. No. CS-0151626
  • Purity ≥97%
  • MDL No. MFCD01099774
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₄
  • Molecular Weight 208.21
  • Synonym(s) TIMTEC-BB SBB008613
  • SMILES CCOC(=O)C1COC2=CC=CC=C2O1

Description

Ethyl 2,3-dihydrobenzo[1,4]dioxine-2-carboxylate features a rigid, electron-rich dioxine core that enhances structural stability and facilitates selective functionalization. This bench-stable scaffold integrates readily into synthetic sequences requiring oxygenated heterocyclic motifs, enabling efficient access to bioactive intermediates in medicinal chemistry and materials science applications.

Application

Ethyl 2,3-dihydrobenzo[1,4]dioxine-2-carboxylate serves as a versatile building block in medicinal and synthetic chemistry, enabling efficient construction of bioactive heterocyclic scaffolds. Its fused dihydrodioxine core provides rigidity and metabolic stability, while the ester functionality facilitates selective transformations including hydrolysis, reduction, and cross-coupling reactions. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis workflows in API development and lead optimization.

Synthesis

  • Route1
    • null|null
      120-80-9
    • In-stock
      Ethyl 2,3-Dibromopropionate|CS-W012517
      3674-13-3
    • ~89%
    • In-stock
      Ethyl 2,3-dihydrobenzo[1,4]dioxine-2-carboxylate|CS-0151626
      4739-94-0

    References

    • Fang; Grover, Paul; Han, Zhengxu; McConville, Fran X.; Rossi, Richard F.; Olsson, Damase J.; Kessler, Donald W.; Wald, Stephen A.; Senanayake, Chris H. Tetrahedron Asymmetry, 2001 , vol. 12, # 15 p. 2169 - 2174
  • Route2
    • null|null
      64-17-5
    • 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid Doxazosin  Impurity|CS-0228951
      3663-80-7
    • ~%
    • In-stock
      Ethyl 2,3-dihydrobenzo[1,4]dioxine-2-carboxylate|CS-0151626
      4739-94-0

    References

    • Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 20 p. 6048 - 6058
  • Route3
    • null|null
      120-80-9
    • ~%
    • In-stock
      Ethyl 2,3-dihydrobenzo[1,4]dioxine-2-carboxylate|CS-0151626
      4739-94-0

    References

    • Koo et al. Journal of the American Chemical Society, 1955 , vol. 77, p. 5373

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   44.76
  • LogP   1.3895
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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