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CAS 269398-81-4

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

Description:
Fmoc-(R)-3-amino-4-(2-methyl-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 function, 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 2-methylphenyl group contributes to the hydrophobic character of the molecule, influencing its interactions in biological systems. Additionally, the butyric acid moiety provides a flexible backbone, facilitating conformational changes that can be important for biological activity. The compound is typically characterized by its solubility in organic solvents, stability under standard laboratory conditions, and its ability to undergo various chemical transformations. Its unique structure makes it a valuable building block in the synthesis of peptides and other bioactive compounds, particularly in the field of medicinal chemistry.
Formula:C26H25NO4
InChI:InChI=1/C26H25NO4/c1-17-8-2-3-9-18(17)14-19(15-25(28)29)27-26(30)31-16-24-22-12-6-4-10-20(22)21-11-5-7-13-23(21)24/h2-13,19,24H,14-16H2,1H3,(H,27,30)(H,28,29)/t19-/m1/s1
SMILES:Cc1ccccc1C[C@H](CC(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-D-3-Amino-4-(2-methylphenyl)-butyric acid
  • (3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-(2-methylphenyl)butanoic acid
  • Fmoc-D-β-HoPhe(2-Me)-OH
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