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CS-W001157 4
Total: USD 88.00

7-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde

  • CAS No. 116757-66-5

  • Cat. No. CS-0312714
  • Purity≥97%
  • MDL No.None

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

7-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde|CS-0312714

Structure of 116757-66-5

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General Information

  • CAS No. 116757-66-5
  • Cat. No. CS-0312714
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₄
  • Molecular Weight 194.18
  • Synonym(s) 7-Methoxy-2,3-dihydro-benzo[1,4]dioxine-6-carbaldehyde
  • SMILES COC1=CC2=C(C=C1C=O)OCCO2

Description

7-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde features a rigid, electron-rich heterocyclic core with a pendant aldehyde group. This bench-stable scaffold integrates readily into synthetic sequences requiring orthogonal reactivity and offers enhanced solubility in polar solvents. The methoxy substituent stabilizes adjacent electronic environments, enabling selective functionalization at the carbonyl site.

Application

7-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocyclic scaffolds. Its aldehyde functionality facilitates standard transformations such as reductive amination, Wittig reactions, and nucleophilic additions, while the methoxy and dioxane moieties provide metabolic stability and favorable solubility. Bench-stable and compatible with common purification methods, it functions effectively in multi-step syntheses targeting CNS-active compounds and kinase inhibitors.

Synthesis

  • Route1
    • In-stock
      6-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine|CS-0697879
      29668-45-9
    • null|null
      68-12-2
    • ~75%
    • In-stock
      7-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde|CS-0312714
      116757-66-5

    References

    • Guillaumet, G.; Hretani, M.; Coudert, G. Tetrahedron Letters, 1988 , vol. 29, # 22 p. 2665 - 2666
  • Route2
    • 7-Bromo-2,3-dihydro-1,4-benzodioxin-6-carboxaldehyde|CS-0193058
      99067-25-1
    • null|null
      124-41-4
    • ~49%
    • In-stock
      7-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde|CS-0312714
      116757-66-5

    References

    • Guillaumet, G.; Hretani, M.; Coudert, G. Tetrahedron Letters, 1988 , vol. 29, # 22 p. 2665 - 2666
  • Route3

    References

    • Guillaumet, G.; Hretani, M.; Coudert, G. Tetrahedron Letters, 1988 , vol. 29, # 22 p. 2665 - 2666

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   1.2789
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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