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CS-W001157 4
Total: USD 88.00

2-Amino-2-(4-fluorophenyl)acetic acid

  • CAS No. 7292-73-1

  • Cat. No. CS-0128891
  • Molecule weight169.15
  • Purity≥98%
  • MDL No.MFCD00066444

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

2-Amino-2-(4-fluorophenyl)acetic acid|CS-0128891

Structure of 7292-73-1

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General Information

  • CAS No. 7292-73-1
  • Cat. No. CS-0128891
  • Purity ≥98%
  • MDL No. MFCD00066444
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈FNO₂
  • Molecular Weight 169.15
  • Synonym(s) DL-4-Fluorophenylglycine
  • SMILES O=C(O)C(N)C1=CC=C(F)C=C1

Description

2-Amino-2-(4-fluorophenyl)acetic acid features a sterically unhindered alpha-amino carboxylic acid scaffold with a para-fluorinated aryl group, enabling direct incorporation into peptide architectures. The electron-withdrawing fluorine enhances metabolic stability while maintaining solubility under standard reaction conditions. This building block facilitates the synthesis of bioactive analogs in medicinal chemistry campaigns targeting CNS and oncology applications.

Application

2-Amino-2-(4-fluorophenyl)acetic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of arylglycine derivatives through standard peptide coupling and functionalization protocols. Its fluorinated aromatic moiety enhances metabolic stability and modulates electronic properties, while the α-amino carboxylic acid functionality facilitates direct incorporation into bioactive scaffolds. The compound exhibits good bench stability and is compatible with common purification methods, supporting scalable access to pharmaceutically relevant intermediates.

Synthesis

  • Route1
    • null|null
      1353886-53-9
    • ~86%
    • In-stock
      2-Amino-2-(4-fluorophenyl)acetic acid|CS-0128891
      7292-73-1

    References

    • Liu, Shouxin; Yang, Yihua; Zhen, Xiaoli; Li, Junzhang; He, Huimin; Feng, Juan; Whiting, Andrew Organic and Biomolecular Chemistry, 2012 , vol. 10, # 3 p. 663 - 670
  • Route2
    • 2-(Benzylamino)-2-(4-fluorophenyl)acetic acid|CS-0680415
      200000-54-0
    • ~74%
    • In-stock
      2-Amino-2-(4-fluorophenyl)acetic acid|CS-0128891
      7292-73-1

    References

    • Davies, Antony J.; Ashwood, Michael S.; Cottrell, Ian F. Synthetic Communications, 2000 , vol. 30, # 6 p. 1095 - 1102
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 56, # 1 p. 420 - 423

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   0.9101
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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