Description

(S)-alpha-Methyl-3-bromophenylalanine (CAS No. 1212117-73-1) is a high-purity, non-natural amino acid derivative designed for advanced research applications in medicinal chemistry and peptide synthesis. With the molecular formula C₁₀H₁₂BrNO₂, this chiral compound features a brominated phenyl group and a methyl-substituted alpha carbon, enhancing its utility in structure-activity relationship (SAR) studies and drug discovery. Its enantiomeric purity (>98%) ensures reliable performance in asymmetric synthesis, while the bromine moiety enables further functionalization via cross-coupling reactions. Available as a white to off-white crystalline solid, it is rigorously characterized by HPLC, NMR, and MS to meet stringent quality standards. Ideal for pharmaceutical R&D, this building block is packaged under inert conditions to ensure stability and longevity.

Properties

• CAS Number: 1212117-73-1
• Complexity: 222
• IUPAC Name: (2S)-2-amino-3-(3-bromophenyl)-2-methyl-propanoic acid
• InChI: InChI=1S/C10H12BrNO2/c1-10(12,9(13)14)6-7-3-2-4-8(11)5-7/h2-5H,6,12H2,1H3,(H,13,14)/t10-/m0/s1
• InChI Key: NSCSKUVWGVFCLY-JTQLQIEISA-N
• Exact Mass: 257.00514
• Molecular Formula: C10H12BrNO2
• Molecular Weight: 258.11
• SMILES: C[C@](CC1=CC(=CC=C1)Br)(C(=O)O)N
• Topological: 63.3
• Monoisotopic Mass: 257.00514
• Synonyms: 1212117-73-1, (S)-alpha-Methyl-3-bromophenylalanine, (2S)-2-AMINO-3-(3-BROMOPHENYL)-2-METHYLPROPANOIC ACID, alpha-Me-Phe(3-Br)-OH.H2O, H-2-Me-Phe(3-Br)-OH, (S)-2-Amino-3-(3-bromophenyl)2-methylpropionic acid, SCHEMBL6339842, (S)-2-Amino-3-(3-bromophenyl)-2-methylpropionic acid, ?-Me-Phe(3-Br)-OH.H2O, AKOS030213020, DS-018176, CS-0136482, F15994, (S)-2-Amino-3-(3-bromophenyl)-2-methylpropanoic acid, |A-Me-Phe(3-Br)-OH inverted exclamation mark currencyH2O

This compound serves as a key intermediate in the synthesis of peptidomimetics and bioactive molecules targeting neurological and oncological pathways. Researchers utilize it to introduce steric hindrance and bromine-mediated reactivity in peptide backbones, enabling precise modulation of protein-protein interactions. Its applications extend to PROTAC development, where its structural features enhance linker diversity. Suitable for solid-phase peptide synthesis (SPPS) and Fmoc/t-Boc strategies.

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