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CS-W001157 4
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(R)-Fmoc-2-amino-4,4,4-trifluoro-butyric acid

  • CAS No. 2044711-52-4

  • Cat. No. CS-0439305
  • Purity≥98%
  • MDL No.None

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

(R)-Fmoc-2-amino-4,4,4-trifluoro-butyric acid|CS-0439305

Structure of 2044711-52-4

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General Information

  • CAS No. 2044711-52-4
  • Cat. No. CS-0439305
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₆F₃NO₄
  • Molecular Weight 379.33
  • Synonym(s) Fmoc-D-Ala(CF3)-OH
  • SMILES C(OC(N[C@H](CC(F)(F)F)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Description

(R)-Fmoc-2-amino-4,4,4-trifluoro-butyric acid features a trifluoromethyl group that enhances metabolic stability and lipophilicity, ideal for peptide synthesis. The Fmoc protecting group enables efficient stepwise chain elongation under standard conditions, while the chiral (R)-configuration ensures stereochemical fidelity in target sequences.

Application

(R)-Fmoc-2-amino-4,4,4-trifluoro-butyric acid serves as a valuable building block in peptide synthesis, enabling the incorporation of fluorinated amino acid motifs with enhanced metabolic stability. The trifluoromethyl group imparts increased lipophilicity and resistance to enzymatic degradation, while the Fmoc group provides orthogonal protection for amine functionality. This compound facilitates efficient coupling reactions under standard conditions, offers good bench stability, and simplifies purification due to its distinct polarity profile—making it well-suited for medicinal chemistry campaigns targeting bioactive peptides and peptidomimetics.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   3.9307
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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