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CAS 205526-24-5

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(S)-N-Fmoc-3,5-difluorophenylalanine

Description:
(S)-N-Fmoc-3,5-difluorophenylalanine is a synthetic amino acid derivative commonly used in peptide synthesis and research. It features a phenylalanine backbone with a fluorinated aromatic ring, specifically containing two fluorine atoms at the 3 and 5 positions, which can influence its electronic properties and hydrophobicity. The Fmoc (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during peptide assembly. This compound is characterized by its chirality, as indicated by the (S) configuration, which is crucial for maintaining the biological activity of peptides. The presence of fluorine atoms can enhance the stability and bioactivity of peptides, making this derivative valuable in medicinal chemistry and drug design. Additionally, its unique structural features may affect its solubility and interaction with biological targets, making it a subject of interest in the development of novel therapeutics. Overall, (S)-N-Fmoc-3,5-difluorophenylalanine is an important tool in the field of peptide chemistry.
Formula:C24H19F2NO4
InChI:InChI=1/C24H19F2NO4/c25-15-9-14(10-16(26)12-15)11-22(23(28)29)27-24(30)31-13-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-10,12,21-22H,11,13H2,(H,27,30)(H,28,29)/t22-/m1/s1
InChI key:UYEQBZISDRNPFC-QFIPXVFZSA-N
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@H](Cc1cc(cc(c1)F)F)C(=O)O)O
Synonyms:
  • Fmoc-L-3,5-Difluorophenylalanine
  • Fmoc-3,5-Difluoro-L-phenylalanine
  • Fmoc-L-3,5-Difluorophe
  • Fmoc-Phe(3,5-DiF)-OH
  • (2S)-3-(3,5-Difluorophenyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
  • FMoc-Phe(3,5-F2)-OH FMoc-3,5-Difluoro-D-Phenylalanine
  • N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-3,5-DIFLUORO-L-PHENYLALANINE
  • FMOC-PHE(M-F2)-OH
  • Fmoc-L-Phe(3,5-DiF)-OH
  • Fmoc-L-3,5-Difluoro-phe-OH
  • See more synonyms
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