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CAS 205526-27-8

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Fmoc-L-3-Trifluoromethylphenylalanine

Description:
Fmoc-L-3-Trifluoromethylphenylalanine is a synthetic amino acid derivative commonly used in peptide synthesis and research. It features a phenylalanine backbone modified with a trifluoromethyl group at the meta position of the aromatic ring, which enhances its hydrophobicity and can influence the electronic properties of the molecule. The Fmoc (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective deprotection during peptide synthesis. This compound is characterized by its stability under standard laboratory conditions and its ability to participate in various coupling reactions, making it valuable in the development of peptides with specific properties. The trifluoromethyl group can also impart unique characteristics to the peptides, such as increased resistance to enzymatic degradation. Overall, Fmoc-L-3-Trifluoromethylphenylalanine is a versatile building block in the field of medicinal chemistry and peptide research, facilitating the exploration of structure-activity relationships in drug development.
Formula:C25H20F3NO4
InChI:InChI=1/C25H20F3NO4/c26-25(27,28)16-7-5-6-15(12-16)13-22(23(30)31)29-24(32)33-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,29,32)(H,30,31)/t22-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1cccc(c1)C(F)(F)F)C(=O)O)O
Synonyms:
  • Fmoc-Phe(3-CF3)-OH
  • Fmoc-L-Phe(3-trifluoromethyl)-OH
  • Fluorenylmethoxycarbonyl-L-3-trifluoromethylphenylalanine
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-D-phenylalanine
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-L-phenylalanine
  • Fmoc-3-Trifluoromethyl-L-phenylalanine
  • Fmoc-L-3-Trifluoromethylphe
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