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(S)-ethyl 4-(tert-butoxycarbonyl)-4-phenylbutanoate; CAS No.: 296778-55-7 (S)-ethyl 4-(tert-butoxycarbonyl)-4-phenylbutanoate. PROPERTIES: (S)-ethyl 4-(tert-butoxycarbonyl)-4-phenylbutanoate is a colorless to pale yellow liquid with a molecular weight of 304.4 g/mol. It has a boiling point around 160-165 C at reduced pressure and a density of approximately 1.1 g/cm?. The compound exhibits typical ester and carbamate reactivity and should be handled with care to prevent hydrolysis. When working with (S)-ethyl 4-(tert-butoxycarbonyl)-4-phenylbutanoate, protective equipment including gloves and eye protection should be worn. Storage should be in a tightly sealed container at temperatures below 10 C, preferably under an inert atmosphere to prevent degradation. The compound is sensitive to acidic and basic conditions, which may cause hydrolysis of the ester and Boc groups. APPLICATIONS: The chiral structure and Boc protection of (S)-ethyl 4-(tert-butoxycarbonyl)-4-phenylbutanoate make it valuable in asymmetric synthesis and peptide chemistry. Its ester functionality allows for enzymatic resolution and chemical modification, as demonstrated in Organic Syntheses. Derivatives of this compound have been explored in the development of beta-blockers and other cardiovascular pharmaceuticals, as reported in the Journal of Medicinal Chemistry. The compound also serves as a building block for the synthesis of advanced materials such as chiral catalysts and ligands, as highlighted in Advanced Synthesis & Catalysis. Additionally, it can be utilized in the preparation of fluorescent probes for bioimaging, as described in Chemical Communications. The Boc-protected amine provides a convenient handle for further functionalization in medicinal chemistry applications.