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CS-W001157 4
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(S)-2-Amino-3-(4-bromophenyl)propanoic acid

  • CAS No. 24250-84-8

  • Cat. No. CS-W009177
  • Purity≥97%
  • MDL No.MFCD00063062

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

(S)-2-Amino-3-(4-bromophenyl)propanoic acid|CS-W009177

Structure of 24250-84-8

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General Information

  • CAS No. 24250-84-8
  • Cat. No. CS-W009177
  • Purity ≥97%
  • MDL No. MFCD00063062
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀BrNO₂
  • Molecular Weight 244.09
  • Synonym(s) (S)-p-Bromophenylalanine; L-4-Bromophenylalanine; L-p-Bromophenylalanine; p-Bromo-L-phenylalanine
  • SMILES N[C@@H](CC1=CC=C(Br)C=C1)C(O)=O

Description

(S)-2-Amino-3-(4-bromophenyl)propanoic acid is a chiral building block featuring a pendant brominated aromatic ring and a stereodefined amino acid backbone. This configuration enables direct incorporation into peptide sequences or as a scaffold for bioactive compound synthesis, offering enhanced metabolic stability and defined spatial orientation in drug discovery applications.

Application

(S)-2-Amino-3-(4-bromophenyl)propanoic acid serves as a valuable chiral building block for the synthesis of biologically relevant compounds, particularly in medicinal chemistry and peptide-based drug discovery. Its well-defined stereochemistry enables reliable asymmetric synthesis, while the pendant bromophenyl group facilitates downstream functionalization via palladium-catalyzed cross-coupling reactions. The compound exhibits excellent bench stability, ease of handling, and compatibility with standard purification methods, making it ideal for scalable laboratory applications.

Synthesis

  • Route1

    References

    • Zhang, Zizhang Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 4 p. 1129 - 1131
  • Route2
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    • In-stock
      (S)-2-Amino-3-(4-bromophenyl)propanoic acid|CS-W009177
      24250-84-8

    References

    • Bulletin of the Chemical Society of Japan, , vol. 60, # 12 p. 4437 - 4440
  • Route3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 54, # 12 p. 1715 - 1719

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.4035
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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