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CAS 171778-06-6

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β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-nitrobenzenepropanoic acid

Description:
β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-nitrobenzenepropanoic acid, commonly referred to as Fmoc-2-nitrobenzenepropanoic acid, is a chemical compound characterized by its structure, which includes a fluorenylmethoxycarbonyl (Fmoc) protective group, an amino group, and a nitro-substituted aromatic ring. This compound is typically used in peptide synthesis as a protecting group for amino acids, allowing for selective reactions without interfering with other functional groups. The presence of the nitro group contributes to its electronic properties, potentially influencing reactivity and solubility. Fmoc derivatives are favored in solid-phase peptide synthesis due to their stability under basic conditions and ease of removal under mild acidic conditions. The compound is generally solid at room temperature and may exhibit moderate solubility in organic solvents. Its applications extend to biochemistry and medicinal chemistry, where it plays a role in the development of peptide-based therapeutics. Safety data should be consulted, as with all chemical substances, to ensure proper handling and usage.
Formula:C24H20N2O6
InChI:InChI=1S/C24H20N2O6/c27-23(28)13-21(19-11-5-6-12-22(19)26(30)31)25-24(29)32-14-20-17-9-3-1-7-15(17)16-8-2-4-10-18(16)20/h1-12,20-21H,13-14H2,(H,25,29)(H,27,28)
InChI key:InChIKey=DRESTDPDCGPKNI-UHFFFAOYSA-N
SMILES:C(OC(NC(CC(O)=O)C1=C(N(=O)=O)C=CC=C1)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • Benzenepropanoic acid, β-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-2-nitro-
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-(R,S)-3-amino-3-(2-nitrophenyl)propionic acid
  • β-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-nitrobenzenepropanoic acid
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