Description

Description

(R)-alpha-Methyl-2-bromophenylalanine (CAS No. 1212307-90-8) is a high-purity chiral amino acid derivative with the molecular formula C₁₀H₁₂BrNO₂. This compound, also known by its IUPAC name (2R)-2-amino-3-(2-bromophenyl)-2-methylpropanoic acid, features a stereogenic center at the alpha-carbon and a bromine substituent on the phenyl ring, making it a valuable building block for pharmaceutical research and asymmetric synthesis. The bromine moiety enhances its reactivity for cross-coupling reactions, while the methyl group at the alpha-position provides steric hindrance, useful for studying enzyme inhibition or peptide modifications. Available in >98% purity by HPLC, this product is rigorously tested for identity (NMR, MS) and chiral purity (chiral HPLC). Packaged under inert gas to ensure stability, it is ideal for medicinal chemistry, peptidomimetics, and ligand design.

Application

(R)-alpha-Methyl-2-bromophenylalanine serves as a key intermediate in the synthesis of chiral pharmaceuticals, particularly for CNS-targeting drugs and enzyme inhibitors. Its bromophenyl group enables participation in palladium-catalyzed couplings (e.g., Suzuki, Heck) for biaryl construction. Researchers utilize this non-natural amino acid to probe peptide conformation-activity relationships or as a constrained scaffold in protease inhibitor design. The methyl group’s steric influence aids in studying substrate-enzyme interactions.

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