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CS-W001157 4
Total: USD 88.00

4-(Benzyloxy)-3-hydroxybenzaldehyde

  • CAS No. 4049-39-2

  • Cat. No. CS-0094204
  • Purity≥97%
  • MDL No.MFCD03840812

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

4-(Benzyloxy)-3-hydroxybenzaldehyde|CS-0094204

Structure of 4049-39-2

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General Information

  • CAS No. 4049-39-2
  • Cat. No. CS-0094204
  • Purity ≥97%
  • MDL No. MFCD03840812
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O₃
  • Molecular Weight 228.24
  • Synonym(s) Protocatechuic Aldehyde-4-benzyl Ether
  • SMILES O=CC1=CC=C(OCC2=CC=CC=C2)C(O)=C1

Description

This benzaldehyde derivative features a benzyloxy group at the para position and a phenolic hydroxyl at the meta position, creating a uniquely functionalized aromatic scaffold. The orthogonal functionality enables selective derivatization in synthetic sequences, particularly useful in constructing complex polyaromatic systems or bioactive intermediates.

Application

4-(Benzyloxy)-3-hydroxybenzaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles and natural product analogs. The ortho-hydroxyl and aldehyde functionalities enable efficient cyclization reactions, while the benzyloxy group provides robust protection under standard conditions. Its bench-stable nature and compatibility with palladium-catalyzed couplings facilitate downstream functionalization in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      100-44-7
    • In-stock
      Protocatechualdehyde|CS-W009195
      139-85-5
    • ~71%
    • In-stock
      4-(Benzyloxy)-3-hydroxybenzaldehyde|CS-0094204
      4049-39-2

    References

    • Plourde, Guy L.; Spaetzel, Randy R. Molecules, 2002 , vol. 7, # 9 p. 697 - 705
  • Route2
    • null|null
      100-39-0
    • In-stock
      Protocatechualdehyde|CS-W009195
      139-85-5
    • ~76%
    • In-stock
      4-(Benzyloxy)-3-hydroxybenzaldehyde|CS-0094204
      4049-39-2

    References

    • Pez, Didier; Leal, Isabel; Zuccotto, Fabio; Boussard, Cyrille; Brun, Reto; Croft, Simon L.; Yardley, Vanessa; Ruiz Perez, Luis M.; Gonzalez Pacanowska, Dolores; Gilbert, Ian H. Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 22 p. 4693 - 4711
  • Route3

    References

    • NEUPROTECT PTY LTD; MCLACHLAN, Grant Andrew Patent: WO2014/56038 A1, 2014 ; Location in patent: Paragraph 123-125 ;

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   46.53
  • LogP   2.7837
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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