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CS-W001157 4
Total: USD 88.00

2-(((Benzyloxy)carbonyl)amino)propanoic acid

  • CAS No. 4132-86-9

  • Cat. No. CS-W013097
  • Purity≥98%
  • MDL No.MFCD00063125

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

2-(((Benzyloxy)carbonyl)amino)propanoic acid|CS-W013097

Structure of 4132-86-9

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General Information

  • CAS No. 4132-86-9
  • Cat. No. CS-W013097
  • Purity ≥98%
  • MDL No. MFCD00063125
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO₄
  • Molecular Weight 223.23
  • Synonym(s) None
  • SMILES CC(C(O)=O)NC(OCC1=CC=CC=C1)=O

Description

This protected amino acid derivative features a benzyl carbamate group that stabilizes the amine functionality, enabling reliable incorporation into peptide synthesis workflows. The benzyloxy carbonyl moiety ensures orthogonal deprotection under mild hydrogenolysis conditions, preserving sensitive side chains. Designed for efficient coupling and selective activation, this compound streamlines the assembly of complex peptides with high fidelity.

Application

2-(((Benzyloxy)carbonyl)amino)propanoic acid serves as a stable, bench-ready amino acid derivative enabling efficient peptide synthesis via orthogonal protection. The benzyloxycarbonyl (Z) group provides robust nitrogen protection with facile removal under mild hydrogenolysis conditions, while the carboxylic acid functionality supports direct coupling or further derivatization. Its high purity and reproducible reactivity make it ideal for building complex peptide sequences and heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      501-53-1
    • In-stock
      DL-Alanine|CS-0022544
      302-72-7
    • ~92%
    • In-stock
      2-(((Benzyloxy)carbonyl)amino)propanoic acid|CS-W013097
      4132-86-9

    References

    • Das, Sajal Kumar; Frey, Joseph Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3869 - 3872
  • Route2
    • null|null
      91806-74-5
    • In-stock
      DL-Alanine|CS-0022544
      302-72-7
    • ~96%
    • In-stock
      2-(((Benzyloxy)carbonyl)amino)propanoic acid|CS-W013097
      4132-86-9

    References

    • Kashima, Choji; Tsuruoka, Shiro; Mizuhara, Saori Tetrahedron, 1998 , vol. 54, # 49 p. 14679 - 14688
  • Route3
    • null|null
      247089-50-5
    • ~96%
    • In-stock
      2-(((Benzyloxy)carbonyl)amino)propanoic acid|CS-W013097
      4132-86-9

    References

    • Pitts; Harrison; Moody Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 9 p. 955 - 977

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   75.63
  • LogP   1.3859
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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