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CAS 269726-72-9

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Fmoc-(R)-3-amino-4-(2-trifluoromethyl-phenyl)-butyric acid

Description:
Fmoc-(R)-3-amino-4-(2-trifluoromethyl-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 (R) configuration, which is crucial for maintaining the desired stereochemistry in biological applications. The presence of the trifluoromethyl group on the phenyl ring enhances the compound's lipophilicity and can influence its biological activity and interaction with receptors. Additionally, the butyric acid moiety contributes to the overall hydrophobic character of the molecule. This compound is typically utilized in the synthesis of peptides that require specific structural and functional properties, making it valuable in medicinal chemistry and biochemistry research. Its unique characteristics, including its stability and reactivity, make it a versatile building block in the development of therapeutic agents.
Formula:C26H22F3NO4
InChI:InChI=1/C26H22F3NO4/c27-26(28,29)23-12-6-1-7-16(23)13-17(14-24(31)32)30-25(33)34-15-22-20-10-4-2-8-18(20)19-9-3-5-11-21(19)22/h1-12,17,22H,13-15H2,(H,30,33)(H,31,32)/t17-/m1/s1
SMILES:c1ccc(c(c1)C[C@H](CC(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12)C(F)(F)F
Synonyms:
  • (3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-[2-(trifluoromethyl)phenyl]butanoic acid
  • Fmoc-D-β-HoPhe(2-CF3)-OH
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