Description

(2S)-2-amino-2-methyl-3-(3-nitrophenyl)propanoic acid (CAS No. 1215092-14-0) is a high-purity chiral amino acid derivative with the molecular formula C₁₀H₁₂N₂O₄. This compound features a stereogenic center at the 2-position and a nitro-functionalized phenyl group, making it a valuable building block for pharmaceutical research and asymmetric synthesis. The product is supplied as a solid with rigorously confirmed identity and purity (typically ≥95% by HPLC), ideal for medicinal chemistry, peptidomimetics, and enzyme inhibitor studies. Its unique structure enables applications in designing bioactive molecules targeting neurological and metabolic pathways. Store under inert conditions at 2-8°C to ensure long-term stability.

Properties

• CAS Number: 1215092-14-0
• Complexity: 289
• IUPAC Name: (2S)-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-/m0/s1
• InChI Key: RUFGGLYMLNDZAM-JTQLQIEISA-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: 1215092-14-0, (2S)-2-amino-2-methyl-3-(3-nitrophenyl)propanoic acid, (S)-Alpha-methyl-beta-(4-biphenyl)alanine h2o, (S)-2-Amino-2-methyl-3-(3-nitrophenyl)propanoic acid, alpha-Me-Phe(4-Ph)-OH.H2O, DTXSID601302310, (S)-a-Methyl-(4-biph-enyl)alanine, AKOS030213022, I+/–Methyl-3-nitro-L-phenylalanine

Application

This chiral amino acid derivative serves as a key intermediate in the synthesis of peptidomimetics and small-molecule inhibitors. Researchers utilize its nitroaryl group for further functionalization via reduction or cross-coupling reactions. The compound’s methyl substitution at the alpha position enhances metabolic stability in drug development. It has shown promise in studies of enzyme-substrate interactions due to its constrained conformation.

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