Cas no 2168729-31-3 (tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate)

Technical Introduction: Tert-butyl 5-formyl-7-azaspiro[3.5]nonane-7-carboxylate is a versatile spirocyclic building block widely used in organic synthesis and pharmaceutical research. Its key structural features include a formyl group at the 5-position and a tert-butyloxycarbonyl (Boc) protecting group on the nitrogen, enhancing stability and facilitating selective derivatization. The spiro[3.5]nonane scaffold imparts conformational rigidity, making it valuable for designing bioactive molecules with improved selectivity. The Boc group allows for straightforward deprotection under mild acidic conditions, enabling further functionalization. This compound is particularly useful in medicinal chemistry for constructing complex heterocycles or as an intermediate in the synthesis of pharmacologically active compounds. Its high purity and well-defined reactivity profile ensure reliable performance in synthetic applications.
tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate structure
2168729-31-3 structure
Product Name:tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate
CAS No:2168729-31-3
MF:C14H23NO3
MW:253.337324380875
CID:5164403
PubChem ID:137952343
Update Time:2025-06-10

tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 5-formyl-7-azaspiro[3.5]nonane-7-carboxylate
    • tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate
    • Inchi: 1S/C14H23NO3/c1-13(2,3)18-12(17)15-8-7-14(5-4-6-14)11(9-15)10-16/h10-11H,4-9H2,1-3H3
    • InChI Key: QNEYXVJYAYFOKG-UHFFFAOYSA-N
    • SMILES: C1C2(CCN(C(OC(C)(C)C)=O)CC2C=O)CC1

tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate Pricemore >>

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Additional information on tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate

Professional Introduction to Tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate (CAS No. 2168729-31-3)

Tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate, identified by its Chemical Abstracts Service (CAS) number 2168729-31-3, is a specialized organic compound that has garnered significant attention in the field of medicinal chemistry and bioorganic synthesis. This spirocyclic structure, featuring a unique combination of functional groups, presents a promising scaffold for the development of novel therapeutic agents. The compound's molecular architecture, characterized by a spirocyclic core and distinct substituents, makes it an intriguing candidate for further exploration in drug discovery and synthetic chemistry.

The tert-butyl group appended to the molecule contributes to its stability and lipophilicity, which are critical factors in pharmaceutical design. This bulky substituent can influence both the compound's solubility profile and its interaction with biological targets, potentially enhancing its pharmacokinetic properties. Additionally, the presence of a 5-formyl group provides a reactive site for further functionalization, enabling the construction of more complex derivatives through condensation reactions or cross-coupling strategies.

The 7-azaspiro3.5nonane core is particularly noteworthy due to its rigid spirocyclic framework, which can mimic natural product scaffolds and facilitate specific binding interactions with biological macromolecules. Spirocyclic compounds have been increasingly studied for their potential as pharmacophores due to their conformational rigidity and unique spatial arrangements of functional groups. The 7-carboxylate moiety at the terminal position further enhances the compound's versatility, allowing for facile derivatization via esterification or amidation reactions.

In recent years, there has been growing interest in spirocyclic compounds as building blocks for drug discovery. These molecules often exhibit enhanced metabolic stability and improved binding affinities compared to their acyclic counterparts. The tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate derivative stands out as a promising candidate due to its well-balanced set of functional groups and structural features that can be tailored for specific biological applications.

One of the most compelling aspects of this compound is its potential utility in the synthesis of bioactive molecules. The formyl group serves as a versatile handle for introducing additional functionalities, while the spirocyclic core provides a stable scaffold that can be modified without compromising structural integrity. This combination makes it an attractive starting point for designing molecules with targeted biological activity.

Recent advancements in synthetic methodologies have further enhanced the accessibility of spirocyclic compounds like tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate. Modern techniques such as transition-metal-catalyzed reactions and asymmetric synthesis have enabled the efficient construction of complex spirocycles with high enantioselectivity. These developments have opened new avenues for exploring the pharmacological potential of such molecules.

The tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate derivative has shown promise in preliminary studies as a precursor for bioactive scaffolds. Its unique structural features make it suitable for targeting various biological pathways, including enzyme inhibition and receptor binding. The compound's ability to undergo further derivatization allows researchers to fine-tune its properties for specific therapeutic applications.

In conclusion, tert-butyl 5-formyl-7-azaspiro3.5nonane-7-carboxylate (CAS No. 2168729-31-3) represents a valuable asset in medicinal chemistry research due to its versatile structure and functional groups. Its potential as a building block for novel therapeutics is underscored by recent advancements in synthetic chemistry and drug discovery methodologies. As research continues to uncover new applications for spirocyclic compounds, this molecule is poised to play a significant role in the development of next-generation pharmaceuticals.

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