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What is the chemical structure of benzyl (2S) -2- ({ (1-R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy} methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate
This is the nomenclature of an organic compound. To clarify its chemical structure, it is necessary to interpret it according to the system nomenclature. "Benzyl" is benzyl, that is, benzyl, which can be depicted as phenylcyclomethylene. " (2S) -2" indicates that the specific chiral central configuration of this compound is S-type. "{ ( In 1 - R) -1 - [3,5 - bis (trifluoromethyl) phenyl] ethoxy} methyl "," (1 - R) "indicates that the other chiral center is of the R configuration, and" [3,5 - bis (trifluoromethyl) phenyl] "refers to 3,5 - bis (trifluoromethyl) phenyl, that is, benzene ring 3,5 is connected to trifluoromethyl," ethoxy "is an ethoxy group, and the whole is a specific structure connected to methylene." In 2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate "," 2-phenyl "epipyridine ring is phenylated at the 2nd position," 3,4-dihydropyridine "is a 3,4-dihydropyridine structure, and" 1 (2H) -carboxylate "means that the 1st position (at 2H) is a carboxylate group. In general, the structure of this compound is benzyl linked to a dihydropyridine carboxylate with a specific chiral and substituent group, and the substituent group contains a specific chiral and trifluoromethyl substituted phenyl ethoxy methyl group. Its structure is roughly as follows: benzyl is attached to the center of the (2S) configuration, which is also connected to { (1-R) -1 - [3,5-bis (trifluoromethyl) phenyl] ethoxy} methyl and phenyl, and the center is in the structure of the carboxylic acid ester at the 1 (2H) position of the 3,4-dihydropyridine ring. In this way, the chemical structure of this organic compound can be constructed.
What are the main uses of benzyl (2S) -2- ({ (1-R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy} methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate
Benzyl (2S) -2- (((1R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy) methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate is an organic compound. It has a wide range of uses and is often used as a pharmaceutical intermediate in the field of pharmaceutical chemistry. Pharmaceutical intermediates are of great significance for the synthesis of complex drug molecules. After specific chemical reactions, they can be converted into drugs with specific pharmacological activities. In this compound, the unique chemical structure may endow it with specific reactivity and selectivity to help synthesize specific types of drugs, such as innovative drugs targeting specific disease targets.
In the field of materials science, this compound may participate in the preparation of new materials. For example, with its special structure and properties, functional polymer materials can be prepared. Its special functional groups may be able to polymerize with other monomers to generate polymers with special properties, such as special optical, electrical or mechanical properties materials, to meet the needs of different fields, such as electronic devices, optical instrument manufacturing, etc.
In organic synthetic chemistry, as an important intermediate, it can be used to construct more complex organic molecular structures. Chemists can use its activity check point to carry out various organic reactions, such as nucleophilic substitution, addition reactions, etc., to expand the organic molecular skeleton, synthesize organic compounds with diverse structures and functions, enrich the library of organic compounds, and lay the foundation for subsequent research and application.
What is the synthesis method of benzyl (2S) -2- ({ (1-R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy} methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate
To prepare benzyl (2S) -2- (((1R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy) methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -formate, you can follow the following ancient method.
First take an appropriate amount of [3,5-bis (trifluoromethyl) phenyl] ethanol, combine it with a suitable base such as sodium hydride, in an inert solvent such as tetrahydrofuran, stir at low temperature to form an alkoxide. Then slowly add halogenated ethane and react at high temperature to obtain (1R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxyethane.
Another 2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylic acid is obtained by heating and refluxing with dichlorosulfoxide in a suitable solvent such as dichloromethane. The acid chloride is then reacted with (2S) -2-hydroxymethyl-2-phenyl-3,4-dihydropyridine-1 (2H) -benzyl formate in the presence of a base such as triethylamine in dichloromethane to obtain benzyl (2S) -2-hydroxymethyl-2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate.
Finally, benzyl (2S) -2-hydroxymethyl-2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate and (1R) -1 - [3,5-bis (trifluoromethyl) phenyl] ethoxyethane are refluxed in toluene in the presence of a catalytic amount of p-toluenesulfonic acid. After post-treatment such as extraction, column chromatography, etc., benzyl (2S) -2- (((1R) -1 - [3,5-bis (trifluoromethyl) phenyl] ethoxy) methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate can be obtained.
What are the physical properties of benzyl (2S) -2- ({ (1-R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy} methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate
Benzyl (2S) -2- ((1R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy) methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylic acid ester, the physical properties of this substance are as follows:
Looking at its morphology, at room temperature, it is mostly white to quasi-white crystalline powder, with fine and uniform texture. Its melting point, after precise determination, is about a specific temperature range. This value is of great significance for the identification and purification of this substance. Because the melting point is an inherent property of the substance, it can be used to determine its purity and authenticity. < Br >
When it comes to solubility, in organic solvents, such as common methanol and ethanol, the substance exhibits a certain degree of solubility, which can be slowly dissolved into it to form a uniform solution. However, in water, its solubility is quite limited, only slightly soluble in water, which is due to the lipophilic tendency of its molecular structure.
Then look at its density, measured by precision instruments, and have a specific value. This density characteristic is related to the mass and volume relationship of the substance, which is indispensable in many chemical applications and storage links. In addition, the stability of the substance is also an important physical property. Under normal environmental conditions, it can maintain a relatively stable chemical structure and physical form. In case of extreme conditions such as high temperature, strong acid, and strong alkali, its structure may change, resulting in physical properties. In short, these physical properties lay a key foundation for the application and research of the substance in the fields of chemical industry, medicine, etc.
What are the chemical properties of benzyl (2S) -2- ({ (1-R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy} methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylate
Benzyl (2S) -2- ({ (1R) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy} methyl) -2-phenyl-3,4-dihydropyridine-1 (2H) -carboxylic acid ester, this compound has many chemical properties. Its molecule contains benzyl, pyridine ring and specific substituents, which give it unique reactivity.
In terms of stability, the pyridine ring interacts with the surrounding groups, so that the overall structure has a certain thermal stability. It can exist stably under normal conditions. When exposed to high temperature or strong chemical reagents, chemical bonds may be rearranged or broken. The ester groups in the molecule can be hydrolyzed, and the hydrolysis rate varies in acidic or alkaline environments. In acidic media, hydrolysis is relatively slow, and after protonation and water molecule attack, carboxylic acids and alcohols are gradually formed; under alkaline conditions, hydrolysis is rapid, and alkali catalyzes the cleavage of ester groups to form carboxylic salts and alcohols. The chiral centers of
compounds, namely (2S) and (1R) configurations, determine their optical activity, and chiral recognition and asymmetric synthesis are of great significance. In asymmetric catalytic reactions, the chiral compound may act as a chiral ligand or catalyst to induce the reaction to proceed in a specific direction and improve the optical purity of the target product. The trifluoromethyl contained in it has a strong electron-absorbing effect due to the large electronegativity of fluorine atoms, which not only affects the distribution of molecular electron clouds, but also changes its physical and chemical properties, such as improving the fat solubility of compounds, affecting their solubility and distribution coefficients in different solvents. This has a significant impact on drug transmembrane transport and bioavailability in drug development. In addition, the aromatic ring structure endows the compound with a certain conjugated system, which makes it have specific spectral properties, and can be used for qualitative and quantitative analysis in the ultraviolet-visible spectral region or with characteristic absorption peaks.