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CS-W001157 4
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5-(Benzyloxy)salicylaldehyde

  • CAS No. 56979-56-7

  • Cat. No. CS-0187841
  • Purity≥98%
  • MDL No.None

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

5-(Benzyloxy)salicylaldehyde|CS-0187841

Structure of 56979-56-7

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General Information

  • CAS No. 56979-56-7
  • Cat. No. CS-0187841
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O₃
  • Molecular Weight 228.24
  • Synonym(s) 5-(Benzyloxy)-2-hydroxybenzaldehyde
  • SMILES C1=CC=C(C=C1)COC2=CC=C(C(=C2)C=O)O

Description

5-(Benzyloxy)salicylaldehyde features a benzyl-protected phenolic hydroxyl group flanked by an aldehyde and electron-rich aromatic system, enabling selective derivatization in synthetic workflows. This ortho-hydroxybenzaldehyde scaffold integrates readily into chelating ligands, fluorescent probes, and bioconjugation strategies under standard conditions.

Application

5-(Benzyloxy)salicylaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles and functionalized aromatics. Its ortho-hydroxyl and aldehyde functionalities enable efficient condensation reactions, while the benzyloxy group provides stable protection under standard conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Hayashi, Ken-ichiro; Yamazoe, Atsushi; Ishibashi, Yuki; Kusaka, Naoyuki; Oono, Yutaka; Nozaki, Hiroshi Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 9 p. 5331 - 5344
  • Route2
    • In-stock
      2,5-Dihydroxybenzaldehyde|CS-0017335
      1194-98-5
    • null|null
      100-44-7
    • ~55%
    • In-stock
      5-(Benzyloxy)salicylaldehyde|CS-0187841
      56979-56-7

    References

    • Zhang, Bei; Zhao, Yanfang; Zhai, Xin; Wang, Lihui; Yang, Jingyu; Tan, Zehui; Gong, Ping Chemical and Pharmaceutical Bulletin, 2012 , vol. 60, # 8 p. 1046 - 1054
  • Route3
    • null|null
      199185-75-6
    • ~75%
    • In-stock
      5-(Benzyloxy)salicylaldehyde|CS-0187841
      56979-56-7

    References

    • Cho, Young Jin; Lee, Seung Hwan; Bae, Jong Woo; Pyun, Hyung-Jung; Yoon, Cheol Min Tetrahedron Letters, 2000 , vol. 41, # 20 p. 3915 - 3917

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-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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