23062-53-5

Basic information

• Product Name: Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate
• Synonyms: Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate;4-Hydroxybicyclo[2.2.2]octane-1-carboxylic acid methyl ester
• CAS NO: 23062-53-5
• Molecular Formula: C10H16O3
• Molecular Weight: 184.23224
• Mol File: 23062-53-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 72-74 °C
• Boiling Point: 257.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.252±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.80±0.40(Predicted)
• CAS DataBase Reference: Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate(23062-53-5)
• EPA Substance Registry System: Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate(23062-53-5)

Safety Data

• Hazardous Substances Data: 23062-53-5(Hazardous Substances Data)

Usage

Description

Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate is an organic compound with the molecular formula C10H16O3. It is a derivative of bicyclo[2.2.2]octane, featuring a hydroxyl group and a carboxylate group attached to the bicyclic structure. Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate is known for its unique chemical properties and potential applications in various fields.

Uses

Used in Chemical Synthesis:
Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate is used as a reactant for the synthesis of 4-substituted bicyclo[2.2.2]oct-1-yl fluorides. These synthesized compounds have potential applications in the development of pharmaceuticals, agrochemicals, and other specialty chemicals due to their unique structural and functional properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate is used as a key intermediate in the synthesis of various drug molecules. Its unique bicyclic structure and functional groups make it a valuable building block for the development of new therapeutic agents.
Used in Agrochemical Industry:
Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate is also utilized in the agrochemical industry for the synthesis of novel bioactive compounds with potential applications as pesticides, herbicides, or plant growth regulators. Its structural diversity and reactivity contribute to the development of innovative agrochemical products.
Used in Material Science:
In the field of material science, Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate can be employed as a monomer or building block for the synthesis of advanced polymers and materials with specific properties, such as improved mechanical strength, thermal stability, or chemical resistance.

Upstream product

• 186581-53-3 diazomethane 
• 1127-13-5 4-hydroxybicyclo[2.2.2]octane-1-carboxylic acid 
• 1403864-72-1 ((4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carbonyl)oxy)silver 
• 74-88-4 methyl iodide 
• 72948-78-8 ethyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate 
• 23062-51-3 methyl 4-bromo-bicyclo[2.2.2]octane-1-carboxylate 
• 1659-96-7 1,4-dibromo-trans-cyclohexane-1,4-dicarboxylic acid dimethyl ester 
• 18720-35-9 bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester 
• 1459-96-7 dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate 
• 100-21-0 terephthalic acid 
• 1659-67-2 dimethyl bicyclo[2.2.2]oct-2-ene-1,4-dicarboxylate 
• 1659-95-6 dimethyl 1,3-cyclohexadiene-1,4-dicarboxylate 
• 81687-89-0 4-methoxy-2-oxobicyclo<2.2.2>octane-1-carboxylic acid 
• 81687-88-9 ethyl 4-methoxy-2-oxobicyclo<2.2.2>octane-1-carboxylate 

Downstream Products

• 20277-40-1 1,4-Difluor-bicyclo<2.2.2>octan 
• 81687-78-7 4-Fluoro-bicyclo[2.2.2]octane-1-carbonyl chloride 
• 78385-91-8 amino-4-fluorobicyclo[2.2.2]octane 
• 78385-84-9 4-fluorobicyclo<2.2.2>octane-1-carboxylic acid 
• 94994-28-2 4-methoxybicyclo<2.2.2>octane-1-carboxaldehyde 
• 1438249-44-5 methyl 4-(5-(3-fluoro-4-formylphenyl)pyridin-2-yloxy)bicyclo[2.2.2]octane-1-carboxylate 
• 1438249-45-6 methyl 4-(5-(3-fluoro-4-formylphenyl)pyrimidin-2-yloxy)bicyclo[2.2.2]octane-1-carboxylate 
• 1438249-42-3 4-(5-(3-fluoro-4-formylphenyl)pyridin-2-yloxy)bicyclo[2.2.2]octane-1-carboxylic acid 
• 66789-33-1 4-p-Nitrobenzolsulfonyloxy-bicyclo<2.2.2>octan-1-carbonsaeuremethylester 

Relevant articles and documents

Hindered dialkyl ether synthesis with electrogenerated carbocations

Hindered ethers are of high value for various applications; however, they remain an underexplored area of chemical space because they are difficult to synthesize via conventional reactions1,2. Such motifs are highly coveted in medicinal chemistry, because extensive substitution about the ether bond prevents unwanted metabolic processes that can lead to rapid degradation in vivo. Here we report a simple route towards the synthesis of hindered ethers, in which electrochemical oxidation is used to liberate high-energy carbocations from simple carboxylic acids. These reactive carbocation intermediates, which are generated with low electrochemical potentials, capture an alcohol donor under non-acidic conditions; this enables the formation of a range of ethers (more than 80 have been prepared here) that would otherwise be difficult to access. The carbocations can also be intercepted by simple nucleophiles, leading to the formation of hindered alcohols and even alkyl fluorides. This method was evaluated for its ability to circumvent the synthetic bottlenecks encountered in the preparation of 12 chemical scaffolds, leading to higher yields of the required products, in addition to substantial reductions in the number of steps and the amount of labour required to prepare them. The use of molecular probes and the results of kinetic studies support the proposed mechanism and the role of additives under the conditions examined. The reaction manifold that we report here demonstrates the power of electrochemistry to access highly reactive intermediates under mild conditions and, in turn, the substantial improvements in efficiency that can be achieved with these otherwise-inaccessible intermediates.

HETEROCYCLES USEFUL AS IDO AND TDO INHIBITORS

Provided are compounds of Formula (I) shown below using for treatment of diseases or disorders mediated by IDO and/or TDO, pharmaceutical compositions and methods of preparation thereof.

BENZAMIDINE DERIVATIVES SUBSTITUTED BY CYCLIC AMINO ACID AND CYCLIC HYDROXY ACID DERIVATIVES AND THEIR USE AS ANTI-COAGULANTS

This invention is directed to benzamidine derivatives substituted by cyclic amino acid and cyclic hydroxy acid derivatives which are useful as anti-coagulants. This invention is also directed to pharmaceutical compositions containing the compounds of the invention, and methods of using the compounds to treat disease-states characterized by thrombotic activity.