Cas no 1263279-47-5 (tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate)

Tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate is a spirocyclic compound featuring a bicyclo[3.2.1]octane core fused with a pyrrolidine ring. The tert-butyloxycarbonyl (Boc) protecting group enhances stability and facilitates selective deprotection under mild acidic conditions, making it valuable in synthetic organic chemistry. Its rigid spirocyclic structure contributes to conformational constraint, which is advantageous in medicinal chemistry for designing bioactive molecules with improved target selectivity. The ketone functionality at the 5'-position offers further derivatization potential, enabling diverse chemical modifications. This compound is particularly useful in the synthesis of complex heterocycles and as a building block for pharmaceuticals, agrochemicals, and materials science applications.
tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate structure
1263279-47-5 structure
Product Name:tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate
CAS No:1263279-47-5
MF:C15H24N2O3
MW:280.362664222717
MDL:MFCD18459351
CID:842264
PubChem ID:46942218
Update Time:2025-11-07

tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate
    • (1R,3s,5S)-tert-butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate
    • Spiro[8-azabicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylic acid, 5'-oxo-, 1,1-dimethylethyl ester
    • tert-butyl 2'-oxospiro[8-azabicyclo[3.2.1]octane-3,4'-pyrrolidine]-8-carboxylate
    • tert-Butyl 5'-oxo-8H-spiro[8-azabicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate
    • CS-0078587
    • 1263279-47-5
    • MFCD18459351
    • AS-39964
    • DTXSID10677565
    • AKOS015902182
    • tert-Butyl5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate
    • Spiro[8-azabicyclo[3.2.1]octane-3,3/'-pyrrolidine]-8-carboxylic acid, 5/'-oxo-, 1,1-dimethylethyl es
    • MDL: MFCD18459351
    • Inchi: 1S/C15H24N2O3/c1-14(2,3)20-13(19)17-10-4-5-11(17)7-15(6-10)8-12(18)16-9-15/h10-11H,4-9H2,1-3H3,(H,16,18)
    • InChI Key: BVZLMGZDGLPDSB-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(N1C2CCC1CC1(CC(NC1)=O)C2)=O

Computed Properties

  • Exact Mass: 280.17869263g/mol
  • Monoisotopic Mass: 280.17869263g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 427
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 58.6?2

Experimental Properties

  • Density: 1.18±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.67 g/l) (25 o C),

tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate Pricemore >>

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Additional information on tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate

Introduction to Tert-Butyl 5'-Oxo-8-Azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-Carboxylate (CAS No. 1263279-47-5)

Tert-Butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate (CAS No. 1263279-47-5) is a highly specialized compound that has garnered significant attention in the field of chemical and biomedical research. This compound belongs to a unique class of spirocyclic azaspiralenes, which are known for their intriguing structural and functional properties. The presence of a tert-butyl group and the spirocyclic arrangement contribute to its distinct chemical behavior, making it a valuable candidate for various applications in pharmaceuticals and material science.

The molecular structure of Tert-butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate is characterized by a complex spirobicyclo[3.2.1]octane core, which is linked to an azapyrrolidine moiety. This arrangement imparts unique electronic and steric properties to the molecule, enabling it to interact with biological targets in a highly specific manner. The carboxylate group at the 8-position further enhances its reactivity, making it suitable for various chemical modifications and derivatization processes.

In recent years, there has been growing interest in spirocyclic azaspiralenes due to their potential applications in drug discovery and development. These compounds have shown promise as scaffolds for designing novel therapeutic agents due to their ability to mimic natural products and exhibit diverse biological activities. The< strong>Tert-butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate is particularly noteworthy for its structural complexity and the potential it holds for developing innovative pharmacological solutions.

One of the most compelling aspects of this compound is its ability to act as a ligand in coordination chemistry. The spirocyclic core provides a rigid framework that can be tailored to interact with metal ions, which is crucial for applications in catalysis and material science. Additionally, the azapyrrolidine moiety can serve as a recognition site for binding to biological targets, such as enzymes and receptors. This dual functionality makes Tert-butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate a versatile building block for constructing complex molecular systems.

Recent studies have demonstrated the potential of spirocyclic azaspiralenes as inhibitors of various enzymatic pathways relevant to human health and disease. For instance, derivatives of this class of compounds have been shown to exhibit inhibitory activity against kinases and other enzymes involved in signal transduction pathways. The< strong>Tert-butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate, with its unique structural features, may offer new insights into the development of targeted therapies for conditions such as cancer and inflammatory diseases.

The synthesis of< strong>Tert-butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate presents significant challenges due to its complex architecture. However, advances in synthetic methodology have made it increasingly feasible to access these molecules in high yields and purity. Techniques such as transition metal-catalyzed reactions and organometallic chemistry have been instrumental in constructing the spirocyclic core and functionalizing it with the desired substituents.

The tert-butyl group at the 5'-position plays a crucial role in determining the physical properties of the compound, such as solubility and stability. This group also influences its reactivity by providing a steric shield that can modulate interactions with biological targets. The oxo group at the 5-position further contributes to the electronic properties of the molecule by introducing polarity and hydrogen bonding capabilities.

The azaspiralene core is particularly interesting due to its ability to adopt multiple conformations depending on the environment it is in. This conformational flexibility allows it to interact with a wide range of biological targets in different ways, making it a promising scaffold for drug design. The pyrrolidine ring adds another layer of complexity by providing additional sites for functionalization and interaction.

In conclusion, Tert-butyl 5'-oxo-8-azaspiro[bicyclo[3.2.1]octane-3,3'-pyrrolidine]-8-carboxylate (CAS No. 1263279-47-5) is a remarkable compound with significant potential in chemical biology and pharmaceutical research.
Its unique structural features make it an excellent candidate for developing novel therapeutic agents targeting various diseases.
Further exploration of its properties and applications will undoubtedly lead to exciting advancements in drug discovery and material science.
As research continues to uncover new insights into its behavior,
this compound is poised to play a pivotal role in shaping the future of biomedical innovation.

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