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CS-W001157 4
Total: USD 88.00

2-(3-(Benzyloxy)phenyl)acetic acid

  • CAS No. 1860-58-8

  • Cat. No. CS-0132413
  • Purity≥97%
  • MDL No.MFCD02664806

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

2-(3-(Benzyloxy)phenyl)acetic acid|CS-0132413

Structure of 1860-58-8

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General Information

  • CAS No. 1860-58-8
  • Cat. No. CS-0132413
  • Purity ≥97%
  • MDL No. MFCD02664806
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₄O₃
  • Molecular Weight None
  • Synonym(s) 3-Benzyloxyphenylacetic Acid
  • SMILES O=C(O)CC1=CC=CC(OCC2=CC=CC=C2)=C1

Description

2-(3-(Benzyloxy)phenyl)acetic acid features a benzyl ether-linked aryl acetic acid scaffold, offering enhanced solubility and metabolic stability. This structure integrates a phenolic oxygen tethered to a benzyl group, enabling selective functionalization in medicinal chemistry applications. The compound serves as a key intermediate in the synthesis of bioactive molecules requiring extended aromatic conjugation and controlled polarity.

Application

2-(3-(Benzyloxy)phenyl)acetic acid serves as a versatile building block for bioactive molecule synthesis, enabling efficient access to substituted phenylacetic acid derivatives. Its benzyloxy-substituted aromatic core provides enhanced stability and orthogonal protection potential, while the carboxylic acid functionality facilitates direct coupling reactions or derivatization under standard conditions. The molecule exhibits excellent bench stability and compatibility with common purification methods, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      139377-33-6
    • ~94%
    • In-stock
      2-(3-(Benzyloxy)phenyl)acetic acid|CS-0132413
      1860-58-8

    References

    • Mannekens; Tourwe; Lubell Synthesis, 2000 , # 9 p. 1214 - 1216
  • Route2
    • In-stock
      3-Hydroxyphenylacetic acid|CS-W001083
      621-37-4
    • null|null
      100-39-0
    • ~93%
    • In-stock
      2-(3-(Benzyloxy)phenyl)acetic acid|CS-0132413
      1860-58-8

    References

    • Renaud, Johanne; Bischoff, Serge Francois; Buhl, Thomas; Floersheim, Philipp; Fournier, Brigitte; Geiser, Martin; Halleux, Christine; Kallen, Joerg; Keller, Hansjoerg; Ramage, Paul Journal of Medicinal Chemistry, 2005 , vol. 48, # 2 p. 364 - 379
  • Route3
    • null|null
      130604-43-2
    • ~90%
    • In-stock
      2-(3-(Benzyloxy)phenyl)acetic acid|CS-0132413
      1860-58-8

    References

    • Guanti, Giuseppe; Banfi, Luca; Riva, Renata Tetrahedron, 1994 , vol. 50, # 41 p. 11945 - 11966

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H302-H315-H318-H319-H335-H400
Precautionary Statements : P260-P264-P270-P271-P273-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P337+P313-P362+P364-P391-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   2.8927
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   5

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