Cas no 1272758-17-4 (tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate)

Tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate is a spirocyclic compound featuring a ketone functionality at the 8-position and a Boc-protected secondary amine. This structure makes it a valuable intermediate in organic synthesis, particularly for the construction of complex heterocycles and pharmacologically active molecules. The tert-butyloxycarbonyl (Boc) group offers stability under basic conditions while allowing selective deprotection under acidic conditions, facilitating further functionalization. The spirocyclic framework provides rigidity, which can be advantageous in medicinal chemistry for conformational control. Its synthetic utility is enhanced by the reactivity of the carbonyl group, enabling diverse transformations such as reductive amination or nucleophilic addition.
tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate structure
1272758-17-4 structure
Product Name:tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate
CAS No:1272758-17-4
MF:C14H23NO3
MW:253.337324380875
MDL:MFCD18711592
CID:1089498
PubChem ID:71711106
Update Time:2025-05-21

tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate
    • 2-Boc-8-oxo-2-azaspiro[4.5]decane
    • 2-Boc-2-azaspiro[4.5]decan-8-one
    • XAC75817
    • DTXSID20856788
    • EN300-1229124
    • CHSKMGWWUHJSMO-UHFFFAOYSA-N
    • MFCD18711592
    • Z1505704437
    • DB-084952
    • AKOS022173160
    • SY097974
    • CS-0047425
    • 1272758-17-4
    • tert-Butyl8-oxo-2-azaspiro[4.5]decane-2-carboxylate
    • SCHEMBL16835469
    • 2-AZASPIRO[4.5]DECANE-2-CARBOXYLIC ACID, 8-OXO-, 1,1-DIMETHYLETHYL ESTER
    • tert-Butyl 8-oxo-3-azaspiro[4.5]decane-3-carboxylate
    • AS-36051
    • PB27196
    • A848406
    • tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate
    • MDL: MFCD18711592
    • Inchi: 1S/C14H23NO3/c1-13(2,3)18-12(17)15-9-8-14(10-15)6-4-11(16)5-7-14/h4-10H2,1-3H3
    • InChI Key: CHSKMGWWUHJSMO-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(N1CCC2(CCC(CC2)=O)C1)=O

Computed Properties

  • Exact Mass: 253.16779360g/mol
  • Monoisotopic Mass: 253.16779360g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 347
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 46.6?2

Experimental Properties

  • Color/Form: White to Yellow Solid

tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate Security Information

tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate Pricemore >>

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Additional information on tert-butyl 8-oxo-2-azaspiro4.5decane-2-carboxylate

Exploring the Versatile Applications of tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate (CAS No. 1272758-17-4)

tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate (CAS No. 1272758-17-4) is a specialized spirocyclic compound that has garnered significant attention in pharmaceutical and organic chemistry research. This compound, characterized by its unique spiro[4.5]decane framework and tert-butyl ester functionality, serves as a valuable intermediate in the synthesis of complex molecules. Researchers and industry professionals are increasingly interested in its potential applications, particularly in drug discovery and material science.

The structural complexity of tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate makes it a fascinating subject for synthetic chemists. Its spirocyclic architecture offers rigidity and three-dimensionality, which are highly desirable traits in medicinal chemistry for designing bioactive molecules. The presence of the 8-oxo group and 2-aza functionality further enhances its reactivity, enabling diverse chemical transformations. These features make it a versatile building block for constructing heterocyclic compounds with potential therapeutic applications.

In recent years, the demand for spirocyclic compounds like tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate has surged due to their prominence in drug development. Pharmaceutical companies are actively exploring spiro scaffolds for their ability to improve drug-like properties, such as solubility, metabolic stability, and target selectivity. This compound's tert-butyl carboxylate group also provides a convenient handle for further derivatization, making it a popular choice in parallel synthesis and combinatorial chemistry approaches.

The synthesis of tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate typically involves multi-step organic transformations, often starting from readily available cyclohexane derivatives. Modern synthetic routes emphasize atom economy and green chemistry principles, reflecting the growing industry focus on sustainable practices. Researchers have developed efficient methods to construct the spiro[4.5]decane core with high stereoselectivity, which is crucial for maintaining the compound's structural integrity in downstream applications.

Beyond pharmaceutical applications, tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate has shown promise in material science. Its rigid, three-dimensional structure makes it an interesting candidate for designing functional materials with specific optical or electronic properties. The compound's ability to form stable crystalline structures has attracted attention in crystal engineering research, where precise molecular arrangement is critical for material performance.

Quality control and characterization of tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate are essential aspects of its commercial and research applications. Advanced analytical techniques such as NMR spectroscopy, mass spectrometry, and HPLC are routinely employed to ensure purity and confirm structural identity. These quality assurance measures are particularly important when the compound is used as a pharmaceutical intermediate, where stringent regulatory standards apply.

The market for tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate has been growing steadily, driven by increasing research activities in drug discovery and chemical biology. Several specialty chemical suppliers now offer this compound in various quantities, catering to both academic and industrial researchers. The pricing and availability of tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate reflect its specialized nature and the complexity of its synthesis, making it a premium product in the fine chemicals market.

Future research directions for tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate include exploring its potential in asymmetric synthesis and developing more efficient synthetic routes. There is also growing interest in investigating its biological activity profile, as spirocyclic compounds have demonstrated various pharmacological effects in other contexts. The compound's unique structure may hold untapped potential for addressing current challenges in medicinal chemistry and drug design.

For researchers working with tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate, proper handling and storage are important considerations. While not classified as hazardous, the compound should be stored under appropriate conditions to maintain stability. Standard laboratory safety practices should be followed when handling this chemical, including the use of personal protective equipment and proper ventilation, in line with general chemical safety protocols.

The scientific literature contains numerous references to tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate and related spirocyclic compounds, reflecting their importance in contemporary chemistry. Patent databases reveal ongoing innovation in the synthesis and applications of this compound class, particularly in the pharmaceutical sector. As research continues to uncover new possibilities for tert-butyl 8-oxo-2-azaspiro[4.5]decane-2-carboxylate, its role in advancing chemical science and drug development is likely to expand further.

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