Description

(2R)-2-amino-2-methyl-3-(3-nitrophenyl)propanoic acid (CAS No. 1215092-13-9) is a high-purity chiral amino acid derivative with a molecular formula of C₁₀H₁₂N₂O₄. This compound features a stereogenic center at the alpha-carbon and a nitro-substituted phenyl group, making it a valuable building block for asymmetric synthesis and pharmaceutical research. It is supplied as a white to off-white crystalline powder with a purity of >98% and an enantiomeric excess (>98% ee), ensuring exceptional quality for demanding applications. Ideal for peptide modification, medicinal chemistry, and catalyst development, this product is rigorously tested via HPLC, NMR, and MS to guarantee consistency. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 1215092-13-9
• Complexity: 289
• IUPAC Name: (2R)-2-amino-2-methyl-3-(3-nitrophenyl)propanoic acid
• InChI: InChI=1S/C10H12N2O4/c1-10(11,9(13)14)6-7-3-2-4-8(5-7)12(15)16/h2-5H,6,11H2,1H3,(H,13,14)/t10-/m1/s1
• InChI Key: RUFGGLYMLNDZAM-SNVBAGLBSA-N
• Exact Mass: 224.07970687
• Molecular Formula: C10H12N2O4
• Molecular Weight: 224.21
• SMILES: C[C@@](CC1=CC(=CC=C1)[N+](=O)[O-])(C(=O)O)N
• Topological: 109
• Monoisotopic Mass: 224.07970687
• Synonyms: 1215092-13-9, alpha-Me-D-Phe(3-NO2)-OH.H2O, (R)-a-Methyl-3-nitrophenylalanine (>98%, >98%ee), (2R)-2-amino-2-methyl-3-(3-nitrophenyl)propanoic acid, (R)-2-Amino-2-methyl-3-(3-nitrophenyl)propanoic acid, (R)-alpha-Methyl-3-nitrophenylalaine, AKOS030213016

Application

This chiral amino acid derivative is widely used in pharmaceutical research for the synthesis of peptidomimetics and bioactive compounds. Its nitro-functionalized aromatic ring enables selective modifications via reduction or cross-coupling reactions. Researchers employ it as a key intermediate in designing enzyme inhibitors or receptor ligands due to its rigid, sterically hindered structure. The compound is also valuable in asymmetric catalysis for constructing complex molecular architectures.

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