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CAS 269398-86-9

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

Description:
Fmoc-(R)-3-amino-4-(4-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 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 4-methylphenyl group enhances hydrophobic interactions, influencing the compound's solubility and stability in various solvents. Additionally, the amino and carboxylic acid functional groups contribute to its reactivity, making it suitable for coupling reactions in solid-phase peptide synthesis. The compound's molecular structure allows for potential applications in the development of pharmaceuticals, particularly in the design of peptide-based drugs. Overall, Fmoc-(R)-3-amino-4-(4-methyl-phenyl)-butyric acid is a versatile building block in organic and medicinal chemistry, facilitating the creation of complex peptide structures.
Formula:C26H25NO4
InChI:InChI=1/C26H25NO4/c1-17-10-12-18(13-11-17)14-19(15-25(28)29)27-26(30)31-16-24-22-8-4-2-6-20(22)21-7-3-5-9-23(21)24/h2-13,19,24H,14-16H2,1H3,(H,27,30)(H,28,29)/t19-/m1/s1
SMILES:Cc1ccc(cc1)C[C@H](CC(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-D-3-Amino-4-(4-methylphenyl)-butyric acid
  • (3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-(4-methylphenyl)butanoic acid
  • Fmoc-D-β-HoPhe(4-Me)-OH
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