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CAS 238742-88-6

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Fmoc-4-(Trifluoromethyl)-D-phenylalanine

Description:
Fmoc-4-(Trifluoromethyl)-D-phenylalanine is a synthetic amino acid derivative commonly used in peptide synthesis and drug development. It features a phenylalanine backbone modified with a trifluoromethyl group at the para position of the aromatic ring, which enhances its lipophilicity and can influence the biological activity of peptides. The Fmoc (9-fluorenylmethoxycarbonyl) group serves as a protective moiety for the amino group, allowing for selective deprotection during peptide synthesis. This compound is characterized by its stability under standard laboratory conditions, and its unique electronic properties due to the trifluoromethyl group can affect the conformation and interactions of peptides in biological systems. Additionally, the presence of fluorine atoms often imparts increased metabolic stability, making such derivatives valuable in medicinal chemistry. Overall, Fmoc-4-(Trifluoromethyl)-D-phenylalanine is an important building block in the design of novel peptides and therapeutic agents.
Formula:C25H20F3NO4
InChI:InChI=1/C25H20F3NO4/c26-25(27,28)16-11-9-15(10-12-16)13-22(23(30)31)29-24(32)33-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,29,32)(H,30,31)/t22-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1ccc(cc1)C(F)(F)F)C(=O)O)O
Synonyms:
  • Fmoc-D-4-Trifluoromethylphenylalanine
  • Fmoc-D-4-Trifluoromethylphe
  • Fmoc-D-Phe(4-CF3)-OH
  • Fmoc-4-Trifluoromethyl-D-phenylalanine
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