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Fmoc-(S)-3-Amino-3-(3-trifluoromethyl-phenyl)-propionic acid

  • CAS No. 507472-20-0

  • Cat. No. CS-0179101
  • Purity≥98%
  • MDL No.None

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

Fmoc-(S)-3-Amino-3-(3-trifluoromethyl-phenyl)-propionic acid|CS-0179101

Structure of 507472-20-0

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General Information

  • CAS No. 507472-20-0
  • Cat. No. CS-0179101
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₀F₃NO₄
  • Molecular Weight 455.43
  • Synonym(s) Fmoc-S-3-Amino-3-(3-trifluoromethyl-phenyl)-propionic acid
  • SMILES O=C(O)C[C@@H](C1=CC(C(F)(F)F)=CC=C1)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

Fmoc-(S)-3-Amino-3-(3-trifluoromethylphenyl)propionic acid is a trifluoromethyl-substituted amino acid derivative designed for peptide synthesis. The electron-withdrawing trifluoromethyl group enhances solubility and metabolic stability in biologically active sequences. This building block integrates readily into C-terminal extensions, enabling precise incorporation of hydrophobic, fluorinated motifs into therapeutic peptides under standard coupling conditions.

Application

Fmoc-(S)-3-Amino-3-(3-trifluoromethylphenyl)propionic acid serves as a valuable building block for the synthesis of peptide conjugates and bioactive scaffolds. The Fmoc group enables efficient solid-phase peptide synthesis, while the para-trifluoromethylphenyl moiety imparts enhanced metabolic stability and lipophilicity. This amino acid derivative exhibits excellent bench stability, tolerates diverse reaction conditions, and facilitates straightforward purification—making it ideal for iterative coupling workflows in medicinal chemistry and chemical biology applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   5.7599
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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