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2-Amino-2-phenylbutanoic acid

  • CAS No. 5438-07-3

  • Cat. No. CS-0152615
  • Purity≥98%
  • MDL No.MFCD00038162

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

2-Amino-2-phenylbutanoic acid|CS-0152615

Structure of 5438-07-3

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General Information

  • CAS No. 5438-07-3
  • Cat. No. CS-0152615
  • Purity ≥98%
  • MDL No. MFCD00038162
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight 179.22
  • Synonym(s) 2-Amino-2-phenylbutyric acid
  • SMILES CCC(C(O)=O)(N)C1=CC=CC=C1

Description

2-Amino-2-phenylbutanoic acid features a chiral α-carbon bearing a phenyl group and a carboxylic acid, enabling its use in asymmetric synthesis and peptide derivatization. This bench-stable amino acid derivative integrates readily into biologically active scaffolds, offering enhanced metabolic stability and structural rigidity for medicinal chemistry applications.

Application

2-Amino-2-phenylbutanoic acid serves as a valuable chiral building block for synthesizing biologically active compounds, particularly in the development of amino acid derivatives and peptidomimetics. Its α-amino and carboxylic acid functionalities enable straightforward coupling reactions, while the sterically hindered tertiary α-carbon provides structural rigidity. The molecule exhibits good bench stability and facilitates efficient purification via recrystallization or chromatography, making it well-suited for use in medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

  • Route1
    • null|null
      171181-53-6
    • ~%
    • In-stock
      2-Amino-2-phenylbutanoic acid|CS-0152615
      5438-07-3

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 22 p. 4446 - 4453
  • Route2
    • 2-amino-2-phenylbutanenitrile |CS-0915435
      298689-33-5
    • ~%
    • In-stock
      2-Amino-2-phenylbutanoic acid|CS-0152615
      5438-07-3

    References

    • Chemische Berichte, , vol. 39, p. 1195
  • Route3
    • Methyl 2-amino-2-phenylbutanoate|CS-0295765
      76142-47-7
    • ~%
    • In-stock
      2-Amino-2-phenylbutanoic acid|CS-0152615
      5438-07-3

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 22 p. 4446 - 4453

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.3352
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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