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CAS 270063-55-3

:

Fmoc-(S)-3-amino-4-(3,4-difluoro-phenyl)-butyric acid

Description:
Fmoc-(S)-3-amino-4-(3,4-difluoro-phenyl)-butyric acid is a chemical compound commonly used in peptide synthesis and drug development. It features a fluorinated aromatic ring, which can enhance the compound's biological activity and lipophilicity. The Fmoc (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during peptide synthesis. The presence of the (S)-configuration indicates that the compound is a chiral molecule, which is significant in biological systems where stereochemistry can influence activity and interactions. The difluorophenyl moiety contributes to the compound's overall hydrophobic character, potentially affecting its solubility and permeability. This compound is typically utilized in research settings, particularly in the synthesis of peptides that may have therapeutic applications. As with many fluorinated compounds, it may exhibit unique properties such as increased metabolic stability. Proper handling and safety measures should be observed due to the potential hazards associated with fluorinated organic compounds.
Formula:C25H21F2NO4
InChI:InChI=1/C25H21F2NO4/c26-22-10-9-15(12-23(22)27)11-16(13-24(29)30)28-25(31)32-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-10,12,16,21H,11,13-14H2,(H,28,31)(H,29,30)/t16-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1ccc(c(c1)F)F)CC(=O)O)O
Synonyms:
  • Fmoc-L-3-Amino-4-(3,4-difluorophenyl)-butyric acid
  • (3S)-4-(3,4-difluorophenyl)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
  • Fmoc-β-HoPhe(3,4-DiF)-OH
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