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CS-W001157 4
Total: USD 88.00

Methyl 3,5-dihydroxy-4-methoxybenzoate

  • CAS No. 24093-81-0

  • Cat. No. CS-0181788
  • Molecule weight198.17
  • Purity≥98%
  • MDL No.MFCD00017195

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

Methyl 3,5-dihydroxy-4-methoxybenzoate|CS-0181788

Structure of 24093-81-0

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General Information

  • CAS No. 24093-81-0
  • Cat. No. CS-0181788
  • Purity ≥98%
  • MDL No. MFCD00017195
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₅
  • Molecular Weight 198.17
  • Synonym(s) 3,5-Dihydroxy-4-methoxybenzoic Acid Methyl Ester
  • SMILES O=C(OC)C1=CC(O)=C(OC)C(O)=C1

Description

Methyl 3,5-dihydroxy-4-methoxybenzoate features a uniquely substituted aromatic core with strategically positioned hydroxyl and methoxy groups. This combination delivers enhanced solubility and stability under standard conditions, enabling reliable use in synthetic transformations. The molecule integrates readily into complex natural product syntheses and serves as a key intermediate in the development of bioactive phenolic compounds.

Application

Methyl 3,5-dihydroxy-4-methoxybenzoate serves as a versatile ortho-diols-containing building block for the synthesis of bioactive heterocycles and natural product analogs. Its well-defined regiochemistry enables predictable coupling reactions and selective derivatization under mild conditions. The compound exhibits excellent bench stability, facilitates straightforward purification via crystallization or flash chromatography, and demonstrates broad functional group tolerance in standard synthetic workflows.

Synthesis

  • Route1
    • In-stock
      Methyl gallate|CS-0018330
      99-24-1
    • null|null
      74-88-4
    • ~78%
    • In-stock
      Methyl 3,5-dihydroxy-4-methoxybenzoate|CS-0181788
      24093-81-0

    References

    • Node, Manabu; Kodama, Sumiaki; Hamashima, Yoshio; Katoh, Takahiro; Nishide, Kiyoharu; Kajimoto, Tetsuya Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 12 p. 1662 - 1679
  • Route2
    • null|null
      13089-97-9
    • ~99%
    • In-stock
      Methyl 3,5-dihydroxy-4-methoxybenzoate|CS-0181788
      24093-81-0

    References

    • Zhu, Jieping; Chastanet, Jacqueline; Beugelmans, Rene Synthetic Communications, 1996 , vol. 26, # 13 p. 2479 - 2486
  • Route3
    • In-stock
      Methyl gallate|CS-0018330
      99-24-1
    • null|null
      77-78-1
    • ~55%
    • In-stock
      Methyl 3,5-dihydroxy-4-methoxybenzoate|CS-0181788
      24093-81-0

    References

    • Tamiaki, Hitoshi; Ogawa, Keishiro; Enomoto, Keisuke; Taki, Kazutaka; Hotta, Atsushi; Toma, Kazunori Tetrahedron, 2010 , vol. 66, # 9 p. 1661 - 1666

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   75.99
  • LogP   0.893
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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