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CS-W001157 4
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Methyl 5-formylsalicylate

  • CAS No. 41489-76-3

  • Cat. No. CS-D1358
  • Purity≥98%
  • MDL No.MFCD03840784

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

Methyl 5-formylsalicylate|CS-D1358

Structure of 41489-76-3

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General Information

  • CAS No. 41489-76-3
  • Cat. No. CS-D1358
  • Purity ≥98%
  • MDL No. MFCD03840784
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₄
  • Molecular Weight 180.16
  • Synonym(s) None
  • SMILES OC1=CC=C(C=O)C=C1C(OC)=O

Description

Methyl 5-formyl-2-hydroxybenzoate features a strategically positioned formyl group flanking a phenolic hydroxyl, enabling direct functionalization in synthetic sequences. This ortho-substituted scaffold combines high reactivity with bench-stable handling, facilitating efficient coupling and cyclization steps in medicinal chemistry applications.

Application

Methyl 5-formyl-2-hydroxybenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic scaffolds. The ortho-hydroxyl and formyl groups provide complementary reactivity for cyclization, metal-catalyzed coupling, and derivatization under mild conditions. Its bench-stable nature and compatibility with common protecting group strategies facilitate straightforward purification and integration into multi-step syntheses of heterocyclic systems and complex intermediates.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Formyl-2-hydroxybenzoic acid|CS-0014013
      616-76-2
    • ~97%
    • In-stock
      Methyl 5-formylsalicylate|CS-D1358
      41489-76-3

    References

    • PURDUE PHARMA L.P.; SHIONOGI and CO., LTD. Patent: WO2009/27820 A2, 2009 ; Location in patent: Page/Page column 232 ; WO 2009/027820 A2
  • Route2
    • null|null
      2009-81-6
    • In-stock
      Methyl acetylacetate|CS-0017265
      105-45-3
    • ~85%
    • In-stock
      Methyl 5-formylsalicylate|CS-D1358
      41489-76-3

    References

    • Jameleddine, Khiari; Adnen, Hadj Ayed Med; Bechir, Ben Hassine Tetrahedron Letters, 2006 , vol. 47, # 17 p. 2973 - 2975
  • Route3
    • null|null
      74-88-4
    • ~%
    • In-stock
      Methyl 5-formylsalicylate|CS-D1358
      41489-76-3

    References

    • Wayne; Cohen Journal of the Chemical Society, 1922 , vol. 121, p. 1027

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   63.6
  • LogP   0.9913
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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