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(S)-tert-butyl 2-amino-3-phenylpropanoate; CAS No.: 16874-17-2; (S)-tert-butyl 2-amino-3-phenylpropanoate. PROPERTIES: (S)-tert-butyl 2-amino-3-phenylpropanoate is a chiral amino acid ester with a characteristic terpenoid odor. It has a molecular formula of C14H19NO2 and a molecular weight of 229.30 g/mol. The compound is a colorless to pale yellow liquid with a density of approximately 1.05 g/cm? at 25 C. It exhibits low water solubility but is miscible with most organic solvents. Storage should be in a tightly sealed container at 2-8 C, protected from moisture and light. Safety measures include avoiding skin contact and using in well-ventilated areas. It is considered a category 3 eye irritant according to GHS classification. APPLICATIONS: (S)-tert-butyl 2-amino-3-phenylpropanoate is predominantly utilized as a chiral building block in the synthesis of beta-adrenergic blocking agents. Its tert-butyl ester group provides synthetic versatility, allowing for selective protection and deprotection strategies in complex molecule construction. In the field of peptide chemistry, this compound serves as a precursor for the preparation of enkephalin analogs, as detailed in the journal Peptides. Additionally, it functions as a chiral auxiliary in asymmetric synthesis, particularly in the construction of chiral centers adjacent to aromatic systems. The compound is also employed in the development of novel fluorescent probes for bioimaging applications, as reported in Chemical Communications, due to its ability to modulate fluorescence properties when conjugated to appropriate chromophores.