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CS-W001157 4
Total: USD 88.00

(S)-2-(Methylamino)-2-phenylacetic acid

  • CAS No. 2611-88-3

  • Cat. No. CS-0312163
  • Purity≥97%
  • MDL No.MFCD00038798

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

(S)-2-(Methylamino)-2-phenylacetic acid|CS-0312163

Structure of 2611-88-3

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General Information

  • CAS No. 2611-88-3
  • Cat. No. CS-0312163
  • Purity ≥97%
  • MDL No. MFCD00038798
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) N-METHYL-L-PHENYLGLYCINE
  • SMILES OC([C@H](C1=CC=CC=C1)NC)=O

Description

(S)-2-(Methylamino)-2-phenylacetic acid is a chiral building block featuring a phenyl-substituted alpha-carbon and a methylamino group, enabling direct incorporation into bioactive peptide sequences. This configuration delivers enhanced stereochemical control in synthetic routes to pharmaceutical intermediates.

Application

(S)-2-(Methylamino)-2-phenylacetic acid serves as a key chiral building block for synthesizing pharmaceutically relevant β-amino acids and peptidomimetics. Its well-defined stereochemistry enables stereoselective transformations in peptide backbone modifications, while the pendant phenyl group offers structural rigidity and potential for π–π interactions in target binding. The molecule exhibits good bench stability and facilitates straightforward purification via crystallization or ion-exchange chromatography, making it suitable for scalable synthesis of bioactive intermediates.

Synthesis

  • Route1
    • (S)-2-(((benzyloxy)carbonyl)(methyl)amino)-2-phenylacetic acid|CS-0519344
      220808-97-9
    • ~74%
    • In-stock
      (S)-2-(Methylamino)-2-phenylacetic acid|CS-0312163
      2611-88-3

    References

    • Aurelio, Luigi; Brownlee, Robert T. C.; Hughes, Andrew B.; Sleebs, Brad E. Australian Journal of Chemistry, 2000 , vol. 53, # 5 p. 425 - 433
  • Route2
    • null|null
      593-51-1
    • In-stock
      Phenylglyoxylic acid|CS-W010971
      611-73-4
    • ~98%
    • In-stock
      (S)-2-(Methylamino)-2-phenylacetic acid|CS-0312163
      2611-88-3

    References

    • Muramatsu, Hisashi; Mihara, Hisaaki; Kakutani, Ryo; Yasuda, Mari; Ueda, Makoto; Kurihara, Tatsuo; Esaki, Nobuyoshi Tetrahedron Asymmetry, 2004 , vol. 15, # 18 p. 2841 - 2843
  • Route3
    • null|null
      5491-18-9
    • ~%
    • In-stock
      (S)-2-(Methylamino)-2-phenylacetic acid|CS-0312163
      2611-88-3

    References

    • Aurelio, Luigi; Brownlee, Robert T. C.; Hughes, Andrew B.; Sleebs, Brad E. Australian Journal of Chemistry, 2000 , vol. 53, # 5 p. 425 - 433

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   1.0317
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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