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CS-W001157 4
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(R)-2-Amino-5,5,5-trifluoropentanoic acid

  • CAS No. 122565-29-1

  • Cat. No. CS-0105959
  • Purity≥95%
  • MDL No.MFCD17676353

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

(R)-2-Amino-5,5,5-trifluoropentanoic acid|CS-0105959

Structure of 122565-29-1

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General Information

  • CAS No. 122565-29-1
  • Cat. No. CS-0105959
  • Purity ≥95%
  • MDL No. MFCD17676353
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈F₃NO₂
  • Molecular Weight 171.12
  • Synonym(s) None
  • SMILES C([C@H](C(O)=O)N)CC(F)(F)F

Description

(R)-2-Amino-5,5,5-trifluoropentanoic acid features a chiral α-amino acid scaffold with a trifluoromethyl group at the γ-position, conferring enhanced metabolic stability and membrane permeability. This configuration delivers a potent bioisostere for natural amino acids in peptide-based drug design, enabling incorporation into peptidomimetics where resistance to enzymatic degradation is critical.

Application

(R)-2-Amino-5,5,5-trifluoropentanoic acid serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of fluorinated amino acid derivatives with enhanced metabolic stability. Its trifluoromethyl group imparts strong electron-withdrawing character and lipophilicity, while the stereogenic center supports enantioselective transformations. The compound exhibits bench stability and facilitates straightforward incorporation into peptide scaffolds and bioactive heterocycles via standard coupling and cyclization protocols.

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

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   0.7408
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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