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CS-W001157 4
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Methyl 5-formyl-2-methoxybenzoate

  • CAS No. 78515-16-9

  • Cat. No. CS-M3114
  • Purity≥98%
  • MDL No.MFCD10565654

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

Methyl 5-formyl-2-methoxybenzoate|CS-M3114

Structure of 78515-16-9

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General Information

  • CAS No. 78515-16-9
  • Cat. No. CS-M3114
  • Purity ≥98%
  • MDL No. MFCD10565654
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₄
  • Molecular Weight None
  • Synonym(s) 4-Methoxy-3-methoxycarbonylbenzaldehyde; Methyl 2-methoxy-5-formylbenzoate; 5-Formyl-2-methoxybenzoic Acid Methyl Ester
  • SMILES COC1=CC=C(C=O)C=C1C(OC)=O

Description

Methyl 5-formyl-2-methoxybenzoate features a strategically positioned formyl group flanked by methoxy and ester functionalities, enabling direct incorporation into complex molecular architectures. This electron-deficient aromatic scaffold serves as a key intermediate in synthetic routes requiring selective functionalization or conjugation under mild conditions.

Application

Methyl 5-formyl-2-methoxybenzoate serves as a versatile synthetic intermediate for the construction of bioactive heterocycles and functionalized aromatic systems. The ortho-methoxy group enhances regioselectivity in electrophilic substitution, while the aldehyde functionality enables efficient imine formation, reductive amination, and transition-metal-catalyzed coupling reactions. Bench-stable and readily purified by column chromatography, it facilitates scalable access to pharmaceutical scaffolds and agrochemical intermediates.

Synthesis

  • Route1
    • In-stock
      5-Formyl-2-hydroxybenzoic acid|CS-0014013
      616-76-2
    • null|null
      74-88-4
    • ~80%
    • In-stock
      Methyl 5-formyl-2-methoxybenzoate|CS-M3114
      78515-16-9

    References

    • Bristol-Myers Squibb Company Patent: US2007/249607 A1, 2007 ; Location in patent: Page/Page column 65; 67; 69 ; US 20070249607 A1
  • Route2
    • In-stock
      5-Formyl-2-hydroxybenzoic acid|CS-0014013
      616-76-2
    • null|null
      77-78-1
    • ~75%
    • In-stock
      Methyl 5-formyl-2-methoxybenzoate|CS-M3114
      78515-16-9

    References

    • Flaherty, Daniel P.; Walsh, Shannon M.; Kiyota, Tomomi; Dong, Yuxiang; Ikezu, Tsuneya; Vennerstrom, Jonathan L. Journal of Medicinal Chemistry, 2007 , vol. 50, # 20 p. 4986 - 4992
  • Route3
    • In-stock
      Methyl 5-formylsalicylate|CS-D1358
      41489-76-3
    • null|null
      74-88-4
    • ~49%
    • In-stock
      Methyl 5-formyl-2-methoxybenzoate|CS-M3114
      78515-16-9

    References

    • Filler, Robert; Lin, Shan; Zhang, Zhaoxu Journal of Fluorine Chemistry, 1995 , vol. 74, p. 69 - 76

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-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.2943
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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