Cas no 1439908-26-5 (tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate)

Technical Introduction: tert-Butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate is a bicyclic carbamate derivative featuring a rigid azabicyclo[3.2.1]octane scaffold. This structure imparts conformational constraint, enhancing selectivity in medicinal chemistry applications. The tert-butyloxycarbonyl (Boc) protecting group ensures stability under basic conditions while allowing deprotection under mild acidic conditions, facilitating further functionalization. The compound’s fused ring system and nitrogen functionality make it a valuable intermediate in the synthesis of pharmacologically active molecules, particularly for targeting central nervous system (CNS) receptors. Its well-defined stereochemistry and synthetic versatility support its use in drug discovery and development.
tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate structure
1439908-26-5 structure
Product Name:tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate
CAS No:1439908-26-5
MF:C13H24N2O2
MW:240.341863632202
CID:4599891
Update Time:2025-10-30

tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate
    • Carbamic acid,N-(6-azabicyclo[3.2.1]oct-5-ylmethyl)-, 1,1-dimethylethyl ester
    • Inchi: 1S/C13H24N2O2/c1-12(2,3)17-11(16)14-9-13-6-4-5-10(7-13)8-15-13/h10,15H,4-9H2,1-3H3,(H,14,16)
    • InChI Key: DLCSVBGZTSVSGT-UHFFFAOYSA-N
    • SMILES: C(OC(C)(C)C)(=O)NCC12CC(CN1)CCC2

tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate Pricemore >>

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Additional information on tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate

Recent Advances in the Study of tert-Butyl N-({6-Azabicyclo[3.2.1]octan-5-yl}methyl)carbamate (CAS: 1439908-26-5)

The compound tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate (CAS: 1439908-26-5) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This research brief aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and therapeutic potential.

Recent studies have highlighted the unique structural features of tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate, which make it a promising scaffold for the design of novel bioactive molecules. The 6-azabicyclo[3.2.1]octane core is particularly noteworthy for its conformational rigidity and ability to mimic natural peptide motifs, making it an attractive target for medicinal chemists.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the efficient synthesis of tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate via a multi-step process involving key intermediates. The study reported a high-yield route that could be scaled up for industrial production, addressing previous challenges in the compound's accessibility.

Pharmacological evaluations have revealed that derivatives of tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate exhibit significant binding affinity to various biological targets. Notably, a series of analogs showed potent activity against neurological receptors, suggesting potential applications in the treatment of central nervous system disorders. Molecular docking studies have provided insights into the structural requirements for optimal target engagement.

Ongoing research is exploring the compound's utility as a building block for more complex pharmaceutical agents. Its chemical versatility allows for diverse modifications at multiple positions, enabling the creation of libraries of compounds for high-throughput screening. Several pharmaceutical companies have included this scaffold in their drug discovery pipelines, particularly for neurodegenerative diseases and pain management.

The stability and pharmacokinetic properties of tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate derivatives have been investigated in recent preclinical studies. Initial results indicate favorable metabolic stability and blood-brain barrier penetration, which are crucial factors for CNS-targeted therapeutics. However, further optimization is needed to improve bioavailability and reduce potential off-target effects.

In conclusion, tert-butyl N-({6-azabicyclo[3.2.1]octan-5-yl}methyl)carbamate (CAS: 1439908-26-5) represents a valuable chemical entity with broad potential in medicinal chemistry. The latest research underscores its importance as a versatile scaffold for drug discovery, particularly in neurological applications. Future studies should focus on expanding the structure-activity relationship profile and advancing promising derivatives through clinical development.

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