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CS-W001157 4
Total: USD 88.00

2-((4-Methoxybenzyl)oxy)acetic acid

  • CAS No. 88920-24-5

  • Cat. No. CS-W018970
  • Purity≥97%
  • MDL No.MFCD01861881

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

2-((4-Methoxybenzyl)oxy)acetic acid|CS-W018970

Structure of 88920-24-5

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General Information

  • CAS No. 88920-24-5
  • Cat. No. CS-W018970
  • Purity ≥97%
  • MDL No. MFCD01861881
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₄
  • Molecular Weight 196.20
  • Synonym(s) None
  • SMILES O=C(O)COCC1=CC=C(OC)C=C1

Description

This acetic acid derivative features a methoxybenzyl ether moiety that confers enhanced solubility and stability under standard conditions. The para-methoxy group imparts electron-donating character, facilitating downstream functionalization. Designed for synthetic applications in medicinal chemistry and peptide conjugation workflows, the protecting group is removable via mild acidic conditions without affecting sensitive functional groups elsewhere in the molecule.

Application

2-((4-Methoxybenzyl)oxy)acetic acid serves as a versatile protecting group precursor in synthetic organic chemistry, enabling selective protection of carboxylic acids under mild conditions. Its benzyl ether functionality offers enhanced bench stability and facilitates orthogonal deprotection in multistep syntheses. The compound functions effectively in the construction of complex molecular architectures, including peptide analogs and bioactive heterocycles, with compatibility across standard coupling and reduction protocols.

Synthesis

  • Route1
    • null|null
      79-08-3
    • In-stock
      4-Methoxybenzyl alcohol|CS-W016493
      105-13-5
    • ~96%
    • In-stock
      2-((4-Methoxybenzyl)oxy)acetic acid|CS-W018970
      88920-24-5

    References

    • Stockley; Clegg; Fontana; Golding; Martin; Rigoreau; Smith; Griffin Bioorganic and medicinal chemistry letters, 2001 , vol. 11, # 21 p. 2837 - 2841
  • Route2
    • null|null
      79-11-8
    • In-stock
      4-Methoxybenzyl alcohol|CS-W016493
      105-13-5
    • ~93%
    • In-stock
      2-((4-Methoxybenzyl)oxy)acetic acid|CS-W018970
      88920-24-5

    References

    • White; Deerberg Chemical Communications, 1997 , # 19 p. 1919 - 1920
  • Route3
    • In-stock
      Glycolic acid|CS-W016683
      79-14-1
    • null|null
      824-94-2
    • ~%
    • In-stock
      2-((4-Methoxybenzyl)oxy)acetic acid|CS-W018970
      88920-24-5

    References

    • Organic and Biomolecular Chemistry, , vol. 10, # 17 p. 3472 - 3485

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   55.76
  • LogP   1.2964
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   5

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