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(4R)-4-amino-3,3-dimethylpyrrolidin-2-one; CAS No.: 1638744-44-1; (4R)-4-amino-3,3-dimethylpyrrolidin-2-one. PROPERTIES: (4R)-4-amino-3,3-dimethylpyrrolidin-2-one has molecular formula C6H12N2O, corresponding to a molecular weight of 128.17 g/mol. It appears as a white crystalline powder with a melting point between 125-128 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 skin irritation and has a pH around 8.5 (1% aqueous solution). The compound has a pKa value of approximately 10.2 for the pyrrolidinone group and exhibits moderate lipophilicity with a logP value around 0.8. APPLICATIONS: This (4R)-4-amino-3,3-dimethylpyrrolidin-2-one is extensively used in the synthesis of beta-lactam antibiotics. Its chiral pyrrolidinone-amine structure provides a novel scaffold for developing carbapenem derivatives with enhanced stability against beta-lactamases. A study in the Journal of Antibiotics highlighted its role in creating antibiotics with activity against Pseudomonas aeruginosa. In pharmaceutical applications, it serves as a building block for synthesizing GABA receptor modulators. The dimethyl substituents provide steric effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing anxiolytic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of pyrrolidinone-containing fluorescent probes. The amine group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.