The store will not work correctly when cookies are disabled.
We use cookies for optimal website function and to better serve our customers. By continuing to browse you agree to the storing of cookies on your device. See our privacy policy for details.
Allow cookies Deny
tert-butyl 4-amino-2-azabicyclo[2.2.2]octane-2-carboxylate; CAS No.: 1311390-89-2; tert-butyl 4-amino-2-azabicyclo[2.2.2]octane-2-carboxylate. PROPERTIES: tert-butyl 4-amino-2-azabicyclo[2.2.2]octane-2-carboxylate has molecular formula C11H19N2O2, giving it a molecular weight of 213.29 g/mol. It appears as a white crystalline powder with a melting point between 95-98 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 85 C. The compound has a logP value of approximately 1.8 and exhibits moderate aqueous solubility. APPLICATIONS: This tert-butyl 4-amino-2-azabicyclo[2.2.2]octane-2-carboxylate is extensively used in the synthesis of antimicrobial agents. Its azabicyclo-carboxylate-amino structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The amino and tert-butyl groups provide steric and electronic effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent probes. The carboxylate group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.