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CS-W001157 4
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Methyl 3-hydroxy-4,5-dimethoxybenzoate

  • CAS No. 83011-43-2

  • Cat. No. CS-0023808
  • Purity≥96%
  • MDL No.MFCD00598192

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

Methyl 3-hydroxy-4,5-dimethoxybenzoate|CS-0023808

Structure of 83011-43-2

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General Information

  • CAS No. 83011-43-2
  • Cat. No. CS-0023808
  • Purity ≥96%
  • MDL No. MFCD00598192
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₅
  • Molecular Weight 212.20
  • Synonym(s) None
  • SMILES COC1=C(C(O)=CC(C(OC)=O)=C1)OC

Description

Methyl 3-hydroxy-4,5-dimethoxybenzoate features a phenolic hydroxyl group flanked by two methoxy substituents, delivering enhanced solubility and stability in polar solvents. This scaffold integrates readily into complex natural product syntheses and serves as a key intermediate for bioactive aromatic systems requiring controlled polarity and hydrogen-bonding capacity.

Application

Methyl 3-hydroxy-4,5-dimethoxybenzoate serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and natural product analogs. Its ortho-hydroxyl group facilitates direct coupling reactions and metal-catalyzed transformations, while the two methoxy substituents enhance solubility and stability. The molecule exhibits excellent bench stability and compatibility with standard protecting group strategies, allowing for sequential functionalization in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3-Hydroxy-4,5-dimethoxybenzoic acid|CS-0328421
      1916-08-1
    • ~97%
    • In-stock
      Methyl 3-hydroxy-4,5-dimethoxybenzoate|CS-0023808
      83011-43-2

    References

    • Ghinet, Alina; Rigo, Benoit; Henichart, Jean-Pierre; Le Broc-Ryckewaert, Delphine; Pommery, Jean; Pommery, Nicole; Thuru, Xavier; Quesnel, Bruno; Gautret, Philippe Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 20 p. 6042 - 6054
  • Route2
    • null|null
      26409-24-5
    • ~97%
    • In-stock
      Methyl 3-hydroxy-4,5-dimethoxybenzoate|CS-0023808
      83011-43-2

    References

    • Tanaka, Masahide; Ikeya, Yukinobu; Mitsuhashi, Hiroshi; Maruno, Masao; Wakamatsu, Takeshi Tetrahedron, 1995 , vol. 51, # 43 p. 11703 - 11724
  • Route3

    References

    • US2002/198195 A1, ;

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   64.99
  • LogP   1.196
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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