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tert-butyl cis-4-hydroxy-2-methylpiperidine-1-carboxylate; CAS No.: 152491-42-4; tert-butyl cis-4-hydroxy-2-methylpiperidine-1-carboxylate. PROPERTIES: tert-butyl cis-4-hydroxy-2-methylpiperidine-1-carboxylate is a piperidine derivative with a molecular weight of approximately 229.3 g/mol. This compound typically exists as a white crystalline powder with a melting point between 95-100 C. It demonstrates moderate solubility in polar organic solvents and limited aqueous solubility. The compound is sensitive to both moisture and temperature fluctuations, necessitating storage in a tightly sealed container at temperatures between 0-5 C. Special handling precautions include avoiding exposure to strong acids and bases, as the hydroxyl group may undergo esterification or etherification reactions. The compound presents moderate acute toxicity via oral administration routes. APPLICATIONS: tert-butyl cis-4-hydroxy-2-methylpiperidine-1-carboxylate serves as a protected piperidine building block in medicinal chemistry. The hydroxyl group provides a versatile handle for further functionalization, including glycosylation and phosphate ester formation. In pharmaceutical synthesis, this compound has been employed in the preparation of P2X receptor antagonists where the piperidine ring contributes to receptor binding (source: Journal of Medicinal Chemistry). Additionally, its application extends to the synthesis of antiviral agents, where the hydroxyl group participates in hydrogen bonding interactions with viral enzymes (source: Antiviral Research). The compound's ability to undergo selective protection and deprotection strategies enhances its utility in complex molecule synthesis (source: Organic & Biomolecular Chemistry).