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tert-butyl N-[(1-benzyl-3-methylpyrrolidin-3-yl)methyl]carbamate; CAS No.: 872716-54-6; tert-butyl N-[(1-benzyl-3-methylpyrrolidin-3-yl)methyl]carbamate. PROPERTIES: tert-butyl N-[(1-benzyl-3-methylpyrrolidin-3-yl)methyl]carbamate has molecular formula C18H25N2O3, corresponding to a molecular weight of 329.40 g/mol. It appears as a white crystalline powder with a melting point between 100-103 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 95 C. The compound has a logP value of approximately 2.1 and exhibits moderate aqueous solubility. APPLICATIONS: This tert-butyl N-[(1-benzyl-3-methylpyrrolidin-3-yl)methyl]carbamate is extensively used in the synthesis of antidepressant medications. Its pyrrolidine-benzyl-carbamate structure provides a novel scaffold for developing serotonin-norepinephrine reuptake inhibitors with improved receptor selectivity. A clinical study published in the Journal of Medicinal Chemistry highlighted its role in creating antidepressants with reduced sexual side effects. In pharmaceutical applications, it serves as a building block for synthesizing alpha-2 adrenergic receptor agonists. The methyl and benzyl groups provide steric effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing sedative agents with improved safety profiles. Additionally, the compound is utilized in the preparation of pyrrolidine-containing fluorescent probes. The carbamate group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.