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tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate
$450.00
CAS No.: 1319716-43-2
Catalog No.: 197684
Purity: 95%
MF: C13H21NO3
MW: 239.315
Storage: 2-8 degree Celsius
SMILES: O=C1C2(CCN(C2)C(=O)OC(C)(C)C)CCC1
Catalog No.: 197684
Purity: 95%
MF: C13H21NO3
MW: 239.315
Storage: 2-8 degree Celsius
SMILES: O=C1C2(CCN(C2)C(=O)OC(C)(C)C)CCC1
tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate; CAS No.: 1319716-43-2;tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate. PROPERTIES: tert-butyl 6-oxo-2-azaspiro[4.4]nonane-2-carboxylate is a protected spirocyclic amide with a molecular weight of 241.30 g/mol. This white crystalline solid has a melting point between 155-158 C. The molecule features a spiro[4.4]nonane ring system with an azasubstitution at position 2, a ketone group at position 6, and a tert-butyl carbamate protecting group at position 2. 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 ketone group's moderate toxicity. Standard laboratory safety protocols should be observed. 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 oxospiroazaspiro nonane structure has also been explored in the preparation of fluorescent dyes and probes, particularly for bioimaging applications where the ketone group affects fluorescence characteristics. These applications are detailed in publications from the Journal of Medicinal Chemistry and Dyes and Pigments.
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