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CS-W001157 4
Total: USD 88.00

(S)-2-(Methylamino)-3-phenylpropanoic acid

  • CAS No. 2566-30-5

  • Cat. No. CS-W005388
  • Purity≥95%
  • MDL No.MFCD00037757

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

(S)-2-(Methylamino)-3-phenylpropanoic acid|CS-W005388

Structure of 2566-30-5

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General Information

  • CAS No. 2566-30-5
  • Cat. No. CS-W005388
  • Purity ≥95%
  • MDL No. MFCD00037757
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight 179.22
  • Synonym(s) None
  • SMILES CN[C@@H](CC1=CC=CC=C1)C(=O)O

Description

This chiral building block features a (S)-configured stereocenter flanked by a methylamino group and a phenyl-substituted aliphatic chain, enabling selective incorporation into bioactive peptide architectures. The molecule exhibits enhanced solubility and stability under standard bench conditions, facilitating efficient coupling in solid-phase synthesis workflows.

Application

(S)-2-(Methylamino)-3-phenylpropanoic acid serves as a key chiral building block for β-amino acid derivatives and pharmaceutically relevant scaffolds. Its well-defined stereochemistry enables reliable incorporation into peptide-like structures, while the pendant phenyl group provides structural rigidity and enhanced metabolic stability. The molecule exhibits good bench stability and facilitates straightforward purification via standard crystallization or chromatographic methods. Functions effectively in coupling reactions with minimal racemization, making it suitable for synthesis of bioactive compounds and analogs in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      14464-19-8
    • ~70%
    • In-stock
      (S)-2-(Methylamino)-3-phenylpropanoic acid|CS-W005388
      2566-30-5

    References

    • Kulikov, S. V.; Kepin, O. V.; Samartsev, M. A. Russian Journal of General Chemistry, 1994 , vol. 64, # 2 p. 312 - 313 Zhurnal Obshchei Khimii, 1994 , vol. 64, # 2 p. 345
  • Route2
    • null|null
      1344149-11-6
    • ~%
    • In-stock
      L-Valine|CS-W020706
      72-18-4
    • 2-Hydroxy-3-methylpentanoic acid|CS-0059541
      488-15-3
    • In-stock
      (S)-2-(Methylamino)-3-phenylpropanoic acid|CS-W005388
      2566-30-5
    • L-Proline Enalapril  Impurity|CS-0229432
      147-85-3

    References

    • Phytochemistry, , vol. 72, # 16 p. 2068 - 2074
  • Route3
    • null|null
      367952-49-6
    • ~57%
    • In-stock
      (S)-2-(Methylamino)-3-phenylpropanoic acid|CS-W005388
      2566-30-5

    References

    • Spengler; Schedel; Sieler; Quaedflieg; Broxterman; Duchateau; Burger Synthesis, 2001 , # 10 p. 1513 - 1518

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   49.33
  • LogP   0.9017
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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