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CAS 374791-04-5

:

Fmoc-(R)-3-Amino-3-(3-nitro-phenyl)-propionic acid

Description:
Fmoc-(R)-3-Amino-3-(3-nitro-phenyl)-propionic 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 a 3-nitrophenyl group enhances its electronic properties, potentially influencing the compound's reactivity and interactions in biological systems. It is typically utilized in solid-phase peptide synthesis due to its stability and compatibility with various coupling reagents. The compound's solubility and stability in organic solvents make it suitable for various synthetic protocols. As with many amino acid derivatives, it is essential to handle this compound with care, adhering to safety guidelines, as it may exhibit biological activity or toxicity. Overall, Fmoc-(R)-3-Amino-3-(3-nitro-phenyl)-propionic acid is a valuable building block in the field of medicinal chemistry and peptide research.
Formula:C24H20N2O6
InChI:InChI=1/C24H20N2O6/c27-23(28)13-22(15-6-5-7-16(12-15)26(30)31)25-24(29)32-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,25,29)(H,27,28)/t22-/m1/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@H](CC(=O)O)c1cccc(c1)N(=O)=O)O
Synonyms:
  • Fmoc-D-3-Amino-3-(3-nitrophenyl)-propionic acid
  • (3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(3-nitrophenyl)propanoic acid
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