280-97-7

Usage

Uses

Used in Chemical Synthesis:
9-AZABICYCLO[3,3,1]NONANE is used as a reactant in the preparation of azabicyclo[3.3.1]nonane N-oxyl, which is an important intermediate in the synthesis of various organic compounds. 9-AZABICYCLO[3,3,1]NONANE serves as a key building block for the development of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 9-AZABICYCLO[3,3,1]NONANE may be used as a starting material or intermediate for the synthesis of various drug candidates. Its unique structure and properties make it a valuable component in the development of novel therapeutic agents, particularly those targeting complex biological systems.
Used in Material Science:
9-AZABICYCLO[3,3,1]NONANE could also find applications in the field of material science, where it may be utilized in the development of new materials with specific properties. Its unique molecular structure could contribute to the creation of advanced materials with potential uses in various industries, such as electronics, aerospace, or automotive.

Upstream product

• 491-25-8 9-methyl-9-aza-bicyclo[3.3.1]nonane 
• 6376-00-7 exo-9-methyl-9-azabicyclo[3.3.1]nonan-3-ol 
• 96424-17-8 9-aza-bicyclo[3.3.1]nonane-9-carboxylic acid methyl ester 
• 4390-39-0 9-azabicyclo[3.3.1]nonan-3-one 
• 2291-58-9 9-benzyl-9-azabicyclo[3.3.1]nonan-3-one 
• 111-30-8 Glutaraldehyde 
• 289487-86-1 9-benzyl-9-azabicyclo[3.3.1]nonan-3-ol 
• 73322-95-9 9-chloro-9-aza-bicyclo(3.3.1)nonane 
• 57659-50-4 9-benzyl-9-azabicyclo<3.3.1>nonane 

Downstream Products

• 64776-29-0 9-ethyl-9-azabicyclo<3.3.1>nonane 
• 73322-96-0 Benzoyloxy-9-borabicyclo<3.3.1>nonane 
• 622-39-9 2-propylpyridine 
• 1622872-43-8 C₁₆H₁₈F₃NO 
• 1622872-58-5 C₄₅H₅₁N₃O₅ 
• 1622872-36-9 C₃₅H₄₂N₂O₄ 

Relevant academic research and scientific papers

Preparation method of 9-azabicyclo [3.3. 1] nonyl-N-oxygen free radical

The invention relates to a preparation method of 9-azabicyclo [3.3. 1] nonyl-N-oxygen free radical. The preparation method comprises the following steps: reducing 9-benzyl-9-azabicyclo [3.3. 1] nonyl-3-ketone serving as a raw material in a continuous reac

Preparation of ABNO on Scale and Analysis by Quantitative Paramagnetic NMR

A practical, safe, and scalable synthesis of the stable nitro-oxide radical catalyst ABNO was developed. This process is chromatography-free and avoids the Wolff-Kishner reduction. 1H NMR data for this paramagnetic compound were obtained that allowed an assessment of its chemical purity. Impact sensitivity test data for solid ABNO are also reported.

Preparation method of 2-azanoradamantane-N-Oxyl

The invention discloses a preparation method of 2-azanoradamantane-N-Oxyl (Nor-AZADO). The method comprises the following steps: placing acetonedicarboxylic acid, glutaraldehyde and benzylamine in an aqueous hydrophosphate solution, and carrying out condensation and decondensation to obtain 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one; carrying out condensation dehydration on 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one and benzene or benzene ring substituted sulfohydrazide, and adding an alkali to obtain 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt; carrying out refluxing ring closing on the 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt in an organic solvent to obtain N-benzyl-2-azanoradamantane; debenzylating N-benzyl-2-azanoradamantane to obtain 2-azanoradamantane; and oxidizing 2-azanoradamantane by a peroxide oxidant to obtain the Nor-AZADO. The preparation method has the advantages of great increase of the synthesis yield, greenness and environmental protection, high efficiency, low cost, and easiness in industrial large-scale production.

An expeditious entry to 9-azabicyclo[3.3.1]nonane N-oxyl (ABNO): Another highly active organocatalyst for oxidation of alcohols

(Chemical Equation Presented) A practical, three-step synthetic route to 9-azabicyclo[3.3.1] nonane N-oxyl (ABNO, 3), an unhindered, stable class of nitroxyl radical, has been developed. ABNO exhibits a highly active nature compared with TEMPO in the catalytic oxidation of alcohols to their corresponding carbonyl compounds.

ALCOHOL OXIDATION CATALYST AND ITS PREPARATION PROCESS

An alcohol oxidation catalyst which is an organic oxidation catalyst to oxidize an alcohol, which contains azabicyclo [3.3.1]nonane N-oxyl represented by the following formula (1) having an N-oxyl group incorporated in a bicycle[3.3.1]nonane skeleton: wherein X is H2, O or NOH.

Efficient oxidation of alcohols electrochemically mediated by azabicyclo-N-oxyls

Preparation of azabicyclo-N-oxyls and the electrochemical oxidation of alcohols using them as mediators have been exploited. This oxidation was applicable to a transformation of sterically hindered secondary alcohols into the corresponding ketones in high yields.

Asymmetric synthesis catalyzed by chiral ferrocenylphosphine transition metal complexes. 10 gold(I)-catalyzed asymmetric aldol reaction of isocyanoacetate

Optically active ferrocenylbisphosphine ligands containing 2-(dialkylamino)ethylamino group on the ferrocenylmethyl position have been prepared and used for the gold(I)-catalyzed asymmetric aldol reaction of isocyanoacetate with aldehydes. Six-membered ring amines, such as morpholino or piperidino group, at the terminal of the side chain were most stereoselective to give optically active trans-4- methoxycarbonyl-5-alkyl-2-oxazolines (up to 97% ee) with high enantio- and diastereoselectivity in a quantitative yield.

Silver Ion Induced Rearrangement of N-Chloramines. Isolation of an Ionic Product in High Yield

Treatment of N-chlorogranatanine with silver tetrafluoroborate in benzene followed by hydride reduction provides δ-coniceine in high yield. Similarly, N-chloro derivatives of nortropane and trans-decahydroquinoline provided pyrrolizidine and 1-azabicyclodecane, respectively. Under these reaction conditions, only small amounts of secondary amines are found in the product. The rearrangement product of N-chlorogranatanine was isolated without hydride reduction and shown to be the expected immonium ion product.