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CS-W001157 4
Total: USD 88.00

2-(2-Acetamidoacetamido)acetic acid

  • CAS No. 5687-48-9

  • Cat. No. CS-0153953
  • Purity≥97%
  • MDL No.MFCD00037788

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

2-(2-Acetamidoacetamido)acetic acid|CS-0153953

Structure of 5687-48-9

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General Information

  • CAS No. 5687-48-9
  • Cat. No. CS-0153953
  • Purity ≥97%
  • MDL No. MFCD00037788
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀N₂O₄
  • Molecular Weight 174.15
  • Synonym(s) N-Acetylglycylglycine
  • SMILES CC(NCC(NCC(O)=O)=O)=O

Description

This acetic acid derivative features a bifunctional amide-linked side chain, enabling selective conjugation in bioorthogonal workflows. The acetamido groups provide enhanced solubility and stability under physiological conditions, while the terminal carboxylate facilitates efficient coupling to biomolecules.

Application

2-(2-Acetamidoacetamido)acetic acid serves as a versatile building block for peptide-derived scaffolds and β-lactam antibiotic precursors. Its bifunctional amide and carboxylic acid groups enable straightforward conjugation and derivatization under standard coupling conditions. The molecule exhibits good bench stability and facilitates purification via crystallization or chromatography, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      Glycylglycine|CS-0015211
      556-50-3
    • null|null
      108-24-7
    • ~%
    • In-stock
      2-(2-Acetamidoacetamido)acetic acid|CS-0153953
      5687-48-9

    References

    • Journal of the American Chemical Society, , vol. 74, p. 3069,3073
  • Route2
    • null|null
      3757-98-0
    • ~%
    • In-stock
      2-(2-Acetamidoacetamido)acetic acid|CS-0153953
      5687-48-9

    References

    • Chemische Berichte, , vol. 36, p. 2113
  • Route3
    • In-stock
      Glycylglycine|CS-0015211
      556-50-3
    • null|null
      108-24-7
    • null|null
      64-19-7
    • ~%
    • In-stock
      2-(2-Acetamidoacetamido)acetic acid|CS-0153953
      5687-48-9

    References

    • Biochemical Journal, , vol. 37, p. 82

Safety Information

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GHS Pictogram : N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   95.5
  • LogP   -1.6767
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   4

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