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CS-W001157 4
Total: USD 88.00

Methyl 4-fluoro-2-hydroxybenzoate

  • CAS No. 392-04-1

  • Cat. No. CS-W002883
  • Purity≥98%
  • MDL No.MFCD02093965

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

Methyl 4-fluoro-2-hydroxybenzoate|CS-W002883

Structure of 392-04-1

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General Information

  • CAS No. 392-04-1
  • Cat. No. CS-W002883
  • Purity ≥98%
  • MDL No. MFCD02093965
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇FO₃
  • Molecular Weight None
  • Synonym(s) 4-Fluorosalicylic acid methyl ester~Methyl 4-fluoro-2-hydroxybenzoate
  • SMILES COC(C1=C(O)C=C(F)C=C1)=O

Description

Methyl 4-fluoro-2-hydroxybenzoate features a strategically positioned fluorine atom and hydroxyl group on the aromatic ring, enabling enhanced electronic modulation and hydrogen-bonding capacity. This combination supports efficient integration into complex synthetic scaffolds, particularly in pharmaceutical intermediates requiring polar functionality and metabolic stability under standard conditions.

Application

Methyl 4-fluoro-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzene scaffolds. The ortho-hydroxyl group facilitates direct functionalization or coordination in transition metal-catalyzed processes, while the methyl ester supports standard hydrolysis, reduction, or coupling reactions. Bench-stable and amenable to purification by recrystallization, it functions reliably in multi-step syntheses requiring regioselective transformations.

Synthesis

  • Route1

    References

    • WYETH Patent: WO2005/12291 A1, 2005 ; Location in patent: Page/Page column 72 ; WO 2005/012291 A1
  • Route2
    • In-stock
      4-Fluoro-2-hydroxybenzoic acid|CS-W008186
      345-29-9
    • null|null
      18107-18-1
    • ~98%
    • In-stock
      Methyl 4-fluoro-2-hydroxybenzoate|CS-W002883
      392-04-1

    References

    • ELI LILLY AND COMPANY Patent: WO2005/49604 A2, 2005 ; Location in patent: Page/Page column 40 ; WO 2005/049604 A2
  • Route3

    References

    • Buchstaller, Hans-Peter; Eggenweiler, Hans-Michael; Sirrenberg, Christian; Graedler, Ulrich; Musil, Djordje; Hoppe, Edmund; Zimmermann, Astrid; Schwartz, Harry; Maerz, Joachim; Bomke, Joerg; Wegener, Ansgar; Wolf, Michael Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 13 p. 4396 - 4403

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.3179
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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