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CS-W001157 4
Total: USD 88.00

(S)-2-Amino-2-methyl-3-phenylpropanoic acid

  • CAS No. 23239-35-2

  • Cat. No. CS-W017268
  • Purity≥98%
  • MDL No.MFCD00145244

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

(S)-2-Amino-2-methyl-3-phenylpropanoic acid|CS-W017268

Structure of 23239-35-2

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General Information

  • CAS No. 23239-35-2
  • Cat. No. CS-W017268
  • Purity ≥98%
  • MDL No. MFCD00145244
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight 179.22
  • Synonym(s) None
  • SMILES O=C([C@@](N)(CC1=CC=CC=C1)C)O

Description

(S)-2-Amino-2-methyl-3-phenylpropanoic acid is a chiral amino acid derivative featuring a benzylic stereocenter and a phenyl-substituted side chain. This configuration imparts enhanced stability and defined stereochemistry, making it ideal for peptide synthesis and chemical biology applications where precise spatial orientation is critical.

Application

(S)-2-Amino-2-methyl-3-phenylpropanoic acid serves as a key chiral building block in the synthesis of biologically active compounds, particularly in peptide-based drug discovery. Its well-defined stereochemistry and stability under standard synthetic conditions enable reliable incorporation into peptidomimetics and pharmaceutically relevant scaffolds. The molecule’s aryl and α-amino functionalities facilitate diverse transformations, including coupling reactions and derivatization, while its bench-stable nature supports straightforward handling and purification in routine laboratory workflows.

Synthesis

  • Route1
    • null|null
      136707-32-9
    • ~94%
    • In-stock
      (S)-2-Amino-2-methyl-3-phenylpropanoic acid|CS-W017268
      23239-35-2

    References

    • Williams; Im Journal of the American Chemical Society, 1991 , vol. 113, # 24 p. 9276 - 9286
  • Route2
    • null|null
      147700-92-3
    • ~63%
    • In-stock
      (S)-2-Amino-2-methyl-3-phenylpropanoic acid|CS-W017268
      23239-35-2

    References

    • Ma, Dawei; Ding, Ke Organic Letters, 2000 , vol. 2, # 16 p. 2515 - 2517
  • Route3
    • Ethyl (S)-2-amino-3-(o-tolyl)propanoate|CS-0515338
      164453-67-2
    • ~99%
    • In-stock
      (S)-2-Amino-2-methyl-3-phenylpropanoic acid|CS-W017268
      23239-35-2

    References

    • Green, Jonathan E.; Bender, David M.; Jackson, Stona; O'donnell, Martin J.; Mccarthy, James R. Organic Letters, 2009 , vol. 11, # 4 p. 807 - 810

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   63.32
  • LogP   1.0311
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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