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CAS 269398-94-9

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

Description:
Fmoc-(R)-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 moiety for the amino group, facilitating the stepwise assembly of peptides while preventing unwanted reactions. The presence of the pentafluorophenyl group enhances the compound's lipophilicity and can influence its biological activity and interactions. This compound features a chiral center at the 3-position, which is critical for its stereochemical properties and potential biological function. The overall structure contributes to its utility in various applications, including medicinal chemistry and the development of peptide-based therapeutics. Additionally, the fluorinated aromatic ring can impart unique electronic properties, making it a valuable building block in the design of novel compounds with specific pharmacological profiles. As with many fluorinated compounds, careful handling and consideration of environmental impact are essential due to the persistence of fluorinated substances in the environment.
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-/m1/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@H](Cc1c(c(c(c(c1F)F)F)F)F)CC(=O)O)O
Synonyms:
  • (3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-(pentafluorophenyl)butanoic acid
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