18717-73-2

Usage

Uses

Used in Chemical Synthesis:
8-Benzyl-8-azabicyclo[3.2.1]octan-3-endo-ol is used as a key intermediate in the synthesis of various complex organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable building block in the development of new molecules.
Used in Pharmaceutical Industry:
8-Benzyl-8-azabicyclo[3.2.1]octan-3-endo-ol is used as a potential drug candidate for the development of new therapeutic agents. Its versatile structure enables it to interact with various biological targets, offering potential applications in the treatment of different diseases.
Used in Material Science:
8-Benzyl-8-azabicyclo[3.2.1]octan-3-endo-ol is used as a component in the development of advanced materials, such as polymers and composites. Its unique chemical properties can contribute to the creation of materials with improved properties, such as enhanced strength, flexibility, or thermal stability.
Used in Research and Development:
8-Benzyl-8-azabicyclo[3.2.1]octan-3-endo-ol is used as a research tool in academic and industrial laboratories. Its complex structure and reactivity make it an interesting subject for studying various chemical reactions and processes, contributing to the advancement of scientific knowledge.

InChI:InChI=1/C14H19NO/c16-14-8-12-6-7-13(9-14)15(12)10-11-4-2-1-3-5-11/h1-5,12-14,16H,6-10H2/t12-,13+,14+

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 120-29-6 3-tropanol 
• 95687-85-7 (8-azabicyclo[3.2.1]octan-8-yl)(phenyl)methanone 
• 83393-23-1 N-8-benzyl[3.2.1]8-azabicyclooctan-3-one hydrochloride 
• 28957-72-4 N-benzylnortropinone 
• 204695-89-6 ((1R,3R,5S)-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)(phenyl)methanone 
• 5632-84-8 nortropinone 
• 100-52-7 benzaldehyde 

Downstream Products

• 363140-16-3 N-(8-benzyl-8-azabicyclo[3.2.1]octan-3α-yl)-N'-(2-methoxy-5-methylphenyl)carbamate 
• 123279-49-2 (2-Nitro-phenyl)-carbamic acid (1R,3R,5S)-8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl ester; hydrochloride 

Relevant academic research and scientific papers

Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C-H Functionalization of Trialkylamine N-CH3 Groups

We report a simple one-pot protocol that affords functionalization of N-CH3 groups in N-methyl-N,N-dialkylamines with high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+?, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity, scalability, and recyclability of reagents are demonstrated, and a mechanistic proposal is corroborated by computational and experimental results. The utility of the transformation is demonstrated in the late-stage site-selective functionalization of natural products and pharmaceuticals, allowing rapid derivatization for investigation of structure-activity relationships.

HETEROARYL DERIVATIVES

Compounds of formula (I) described herein are both phosphodiesterase 4 (PDE4) enzyme inhibitors and muscarinic M3 receptor antagonists and are useful for the prevention and/or treatment of diseases of the respiratory tract characterized by airway obstruction.

HETEROARYL DERIVATIVES FOR THE TREATMENT OF RESPIRATORY DISEASES

The invention relates to novel compounds of formula (I) which are both phosphodiesterase 4 (PDE4) enzyme inhibitors and muscarinic M3 receptor antagonists, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

Synthesis and sigma receptor binding affinities of 8-azabicyclo[3.2.1]octan-3α-yl and 9-azabicyclo[3.3.1]nonan-3α-yl phenylcarbamates

A series of N-(8-benzyl-8-azabicyclo[3.2.1]octan-3α-yl)carbamates and N-(9-benzyl-9-azabicyclo[3.3.1]nonan-3α-yl)carbamates was prepared and their affinities for sigma (σ1 and σ2) and serotonin 5-HT3 and 5-HT4 receptors was measured in vitro. The results of this structure-activity relationship study identified a novel compound, N-(9-benzyl-9-aza-bicyclo[3.3.1]nonan-3α-yl)N′- (2-methoxy-5-methylphenyl)carbamate (4i), having a high affinity and moderate selectivity for σ2 versus σ1 receptors and a low affinity for 5-HT3 and 5-HT4 receptors. The results of this structure-activity relationship study should provide valuable information for the preparation of σ2-selective ligands that can be used to further characterize the functional role of this receptor in vivo.

Synthesis and microbial hydroxylation of some azabicycloalkanes

N-Substituted 7-azabicyclo[2.2.1]heptanes have been synthesized in a short route. These compounds containing benzamide or benzenesulfonamide groups are good substrates for microbial oxidation of unactivated carbons by B. bassiana.