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(S)-3-(4-aminophenyl)-2-methoxypropanoic acid; CAS No.: 921195-93-9 (S)-3-(4-aminophenyl)-2-methoxypropanoic acid. PROPERTIES: (S)-3-(4-aminophenyl)-2-methoxypropanoic acid is a crystalline solid with a molecular weight of 215.2 g/mol. It has a melting point between 130-135 C and exhibits moderate solubility in water. The compound is more soluble in polar organic solvents like methanol and ethyl acetate. When handling (S)-3-(4-aminophenyl)-2-methoxypropanoic acid, protective equipment including gloves and eye protection should be worn. Storage should be in a tightly sealed container at temperatures below 25 C, preferably in a desiccator to protect against moisture. The compound is sensitive to acidic conditions, which may cause hydrolysis of the ester group. APPLICATIONS: The chiral structure of (S)-3-(4-aminophenyl)-2-methoxypropanoic acid makes it valuable in asymmetric synthesis and pharmaceutical development. Its carboxylic acid functionality allows for formation of amide and ester bonds, making it useful in peptide synthesis and prodrug design, as demonstrated in Organic Syntheses. Derivatives of this compound have been explored in the development of anti-inflammatory agents and kinase inhibitors, as reported in the Journal of Medicinal Chemistry. The methoxy group provides steric and electronic effects that can influence binding interactions. Additionally, the compound can be utilized in the synthesis of fluorescent probes for bioimaging applications, as highlighted in Chemical Communications. The combination of the chiral center, aromatic amine, and carboxylic acid makes this compound particularly useful in the preparation of enantiomerically pure pharmaceuticals, as described in Chirality. The compound's structure enables fine-tuning of pharmacokinetic properties for various therapeutic applications.