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tert-butyl 6,9-diazaspiro[4.5]decane-6-carboxylate; CAS No.: 886766-40-1;tert-butyl 6,9-diazaspiro[4.5]decane-6-carboxylate. PROPERTIES: tert-butyl 6,9-diazaspiro[4.5]decane-6-carboxylate is a protected spirocyclic amine with a molecular weight of 243.30 g/mol. This white crystalline solid has a melting point between 145-148 C. The molecule features a spiro[4.5]decane ring system with diazasubstitutions at positions 6 and 9 and a tert-butyl carbamate protecting group at position 6. It demonstrates limited solubility in common organic solvents such as ethyl acetate and methanol but is sparingly soluble in water. Proper storage requires keeping in tightly sealed containers at room temperature, protected from moisture. Safety considerations include the carbamate group's potential to release isocyanate under acidic conditions and the general toxicity of the spirocyclic amine structure. Proper protective equipment should be utilized during handling. APPLICATIONS: This compound primarily serves as a synthetic intermediate in the production of antimicrobial and anti-inflammatory medications, where the spirocyclic scaffold provides sites for further functionalization. In pharmaceutical development, it has been employed in the synthesis of fluoroquinolone antibiotics and has shown promise in creating COX-2 selective inhibitors for treating inflammatory conditions. The spirocyclic diazaspironane structure has also been explored in the preparation of fluorescent dyes and probes, particularly for bioimaging applications where the diaza groups affect fluorescence characteristics. These applications are detailed in publications from the Journal of Medicinal Chemistry and Dyes and Pigments.