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CAS 270063-43-9

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Fmoc-(S)-3-amino-4-(pentafluoro-phenyl)-butyric acid

Description:
Fmoc-(S)-3-amino-4-(pentafluoro-phenyl)-butyric acid is a synthetic amino acid derivative commonly used in peptide synthesis and drug development. The "Fmoc" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during peptide assembly. This compound features a chiral center, indicated by the "(S)" configuration, which is crucial for maintaining the desired stereochemistry in biological applications. The presence of the pentafluorophenyl group enhances the compound's lipophilicity and can influence its interaction with biological targets. Additionally, the butyric acid moiety contributes to the overall hydrophobic character of the molecule. This compound is typically utilized in research settings, particularly in the synthesis of peptides with specific properties or functionalities. Its unique structure and characteristics make it a valuable tool in medicinal chemistry and biochemistry, facilitating the exploration of new therapeutic agents. As with many fluorinated compounds, it may exhibit distinct physical and chemical properties, such as increased stability and altered solubility compared to non-fluorinated analogs.
Formula:C25H18F5NO4
InChI:InChI=1/C25H18F5NO4/c26-20-17(21(27)23(29)24(30)22(20)28)9-12(10-19(32)33)31-25(34)35-11-18-15-7-3-1-5-13(15)14-6-2-4-8-16(14)18/h1-8,12,18H,9-11H2,(H,31,34)(H,32,33)/t12-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1c(c(c(c(c1F)F)F)F)F)CC(=O)O)O
Synonyms:
  • (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-(pentafluorophenyl)butanoic acid
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