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CS-W001157 4
Total: USD 88.00

2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid

  • CAS No. 2566-19-0

  • Cat. No. CS-W009447
  • Purity≥97%
  • MDL No.MFCD00037783

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

2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid|CS-W009447

Structure of 2566-19-0

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General Information

  • CAS No. 2566-19-0
  • Cat. No. CS-W009447
  • Purity ≥97%
  • MDL No. MFCD00037783
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄N₂O₅
  • Molecular Weight None
  • Synonym(s) None
  • SMILES O=C(O)CNC(CNC(OCC1=CC=CC=C1)=O)=O

Description

This protected amino acid derivative features a benzyl ester-protected carboxylic acid and a carbamoyl-linked side chain, enabling direct incorporation into peptide synthesis workflows. The benzyloxy carbonyl group provides orthogonal protection, allowing selective deprotection under mild conditions. Designed for use in solid-phase peptide synthesis, this reagent delivers high coupling efficiency and minimal epimerization.

Application

2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid serves as a stable, bench-ready building block for peptide synthesis, enabling efficient N-terminal protection and orthogonal deprotection. Its carbamate functionality facilitates selective coupling reactions and compatibility with standard amino acid activation protocols, while the benzyloxy carbonyl group offers robust protection under common synthetic conditions.

Synthesis

  • Route1
    • In-stock
      Glycylglycine|CS-0015211
      556-50-3
    • null|null
      501-53-1
    • ~60%
    • In-stock
      2-(2-(((Benzyloxy)carbonyl)amino)acetamido)acetic acid|CS-W009447
      2566-19-0

    References

    • US6020526 A1, ;
  • Route2

    References

    • Justus Liebigs Annalen der Chemie, , vol. 572, p. 190,193
  • Route3

    References

    • Chemische Berichte, , vol. 92, p. 1675,1677 Justus Liebigs Annalen der Chemie, , vol. 572, p. 96,105 Recueil des Travaux Chimiques des Pays-Bas, , vol. 78, p. 487,499 Chemische Berichte, , vol. 91, p. 1073,1079 Justus Liebigs Annalen der Chemie, , vol. 575, p. 217,230 Australian Journal of Chemistry, , vol. 11, p. 360,364

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

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Computational Chemistry Data

  • TPSA   104.73
  • LogP   0.1136
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   6

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