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CS-W001157 4
Total: USD 88.00

Carbobenzoxy-4-aminobutyric acid

  • CAS No. 5105-78-2

  • Cat. No. CS-W012857
  • Molecule weight237.26
  • Purity≥98%
  • MDL No.MFCD00055835

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

Carbobenzoxy-4-aminobutyric acid|CS-W012857

Structure of 5105-78-2

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General Information

  • CAS No. 5105-78-2
  • Cat. No. CS-W012857
  • Purity ≥98%
  • MDL No. MFCD00055835
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₄
  • Molecular Weight 237.26
  • Synonym(s) None
  • SMILES O=C(O)CCCNC(=O)OCC=1C=CC=CC1

Description

Carbobenzoxy-4-aminobutyric acid serves as a protected amino acid building block for peptide synthesis, featuring a stable carbobenzoxy (Cbz) group that enables selective N-terminal protection. This derivative facilitates efficient coupling reactions under standard conditions while maintaining compatibility with diverse reaction environments.

Application

Carbobenzoxy-4-aminobutyric acid serves as a key building block in peptide synthesis, enabling the incorporation of γ-aminobutyric acid (GABA) derivatives with high fidelity. The carbobenzoxy (Cbz) group provides stable protection of the α-amino function, facilitating orthogonal deprotection in standard synthetic workflows. Its well-established reactivity supports efficient coupling reactions and compatibility with diverse protecting groups, making it ideal for constructing bioactive peptides and heterocyclic scaffolds relevant to medicinal chemistry.

Synthesis

  • Route1
    • null|null
      501-53-1
    • γ-Aminobutyric acid Vigabatrin  Impurity|CS-0228792
      56-12-2
    • ~96%
    • In-stock
      Carbobenzoxy-4-aminobutyric acid|CS-W012857
      5105-78-2

    References

    • Cardenal, Carmen; Vollrath, Sidonie B. L.; Schepers, Ute; Braese, Stefan Helvetica Chimica Acta, 2012 , vol. 95, # 11 p. 2237 - 2248
  • Route2
    • null|null
      869541-05-9
    • ~91%
    • In-stock
      Carbobenzoxy-4-aminobutyric acid|CS-W012857
      5105-78-2

    References

    • Barbayianni, Efrosini; Fotakopoulou, Irene; Schmidt, Marlen; Constantinou-Kokotou, Violetta; Bornscheuer, Uwe T.; Kokotos, George Journal of Organic Chemistry, 2005 , vol. 70, # 22 p. 8730 - 8733
  • Route3
    • Methyl 4-(((benzyloxy)carbonyl)amino)butanoate|CS-0614151
      67706-63-2
    • ~98%
    • In-stock
      Carbobenzoxy-4-aminobutyric acid|CS-W012857
      5105-78-2

    References

    • Barbayianni, Efrosini; Fotakopoulou, Irene; Schmidt, Marlen; Constantinou-Kokotou, Violetta; Bornscheuer, Uwe T.; Kokotos, George Journal of Organic Chemistry, 2005 , vol. 70, # 22 p. 8730 - 8733

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   1.7776
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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