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What is the chemical structure of 6-Amino-3, 4-Dihydro-1H-Isoquinoline-2-Carboxylic Acid Tert-Butyl Ester?
This is a problem related to the chemical structure of tert-butyl 6-amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid. Its chemical structure is composed of an isoquinoline parent nucleus, which is dehydrogenated at the 1st position of 1H-isoquinoline, introduced into the dihydrogen structure at the 3rd and 4th positions, and connected to the carboxyl group at the 2nd position. The carboxyl group forms an ester with tert-butyl alcohol, and an amino group is added at the 6th position.
Looking at this chemical structure, the isoquinoline parent nucleus is its core, with aromatic and rigid properties, which has a profound impact on the physical and chemical properties of the compound. The saturated dihydrogen structure at the 3rd and 4th positions increases its flexibility and makes the molecular con The 2-position tert-butyl carboxylate group imparts specific reactivity and steric resistance to the molecule. The tert-butyl ester structure is relatively stable and can be removed under specific conditions to achieve protection and subsequent modification of carboxyl groups. The introduction of the 6-position amino group brings nucleophilicity to the molecule and can participate in various nucleophilic reactions, which is of great significance to the construction of molecular diversity.
The unique combination of this chemical structure has made the compound popular in the fields of organic synthesis, pharmaceutical chemistry, etc., or can be used as a key intermediate for further reaction transformation to prepare compounds with specific biological activities for drug research and development.
What are the main uses of 6-Amino-3, 4-Dihydro-1H-Isoquinoline-2-Carboxylic Acid Tert-Butyl Ester?
6-Amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester is an organic compound. It has a wide range of uses and is often used as a key intermediate in the field of organic synthesis. With its specific chemical structure, a series of compounds with unique properties and uses can be derived through various chemical reactions, which plays a crucial role in the construction of complex organic molecular structures.
In the field of pharmaceutical chemistry, this compound is also of significant significance. Because of its structure or ability to interact with specific targets in organisms, it is often used to develop new drugs. Researchers can explore potential drug molecules with better pharmacological activity, higher selectivity and lower toxicity and side effects by modifying and modifying their structures, providing an important foundation and direction for drug creation.
In the field of materials science, 6-amino-3,4-dihydro-1H-isoquinoline-2-tert-butyl carboxylate also has applications. Or can participate in the preparation of organic materials with special properties, such as photoelectric materials. By participating in the reaction of the formed materials, or with unique optical, electrical and other properties, it injects new vitality into the development of materials science.
What are the synthesis methods of 6-Amino-3, 4-Dihydro-1H-Isoquinoline-2-Carboxylic Acid Tert-Butyl Ester?
The synthesis method of tert-butyl 6-amino-3,4-dihydro-1H-isoquinoline-2-carboxylate is an important research direction in the field of organic synthesis. The synthesis of this compound can be achieved through multiple paths.
First, it can be initiated by a specific isoquinoline derivative. First, the isoquinoline parent is modified with an appropriate substituent. By halogenation, a halogen atom, such as bromine or chlorine, is introduced at a specific position. This halogen atom can lay the foundation for subsequent nucleophilic substitution reactions. Then, with the reagent containing amino group, through nucleophilic substitution reaction, the amino group is connected to the molecule, and then with a suitable tert-butyl carboxylate reagent, under appropriate reaction conditions, such as in the presence of a specific base and a suitable solvent, through condensation reaction, the tert-butyl carboxylate structure of the target product can be constructed.
Second, the strategy of constructing an isoquinoline ring can also be started. Appropriate phthalene diamine derivatives and carbonyl compounds are selected, and under acidic catalytic conditions, the cyclization reaction is carried out to form an isoquinoline ring system. Afterwards, through a series of functional group conversion reactions, such as oxidation and reduction, amino and carboxylic acid tert-butyl ester groups are introduced. When introducing amino groups, nitro reduction can be considered; while the introduction of carboxylic acid tert-butyl ester groups can be achieved by the esterification reaction of carboxylic acid and tert-butyl alcohol under the action of dehydrating agent, or by the reaction of corresponding acid chloride and tert-butyl alcohol salt.
Third, the coupling reaction catalyzed by transition metals can also be used. The coupling of carbon-nitrogen or carbon-carbon bonds can be achieved by using halogenated isoquinoline derivatives and reagents containing amino groups and tert-butyl carboxylic acid fragments in the presence of transition metal catalysts and ligands such as palladium and copper, so as to efficiently synthesize the target compound. During the reaction process, parameters such as catalyst dosage, reaction temperature, and reaction time need to be precisely adjusted to obtain ideal yields and selectivity.
The above synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively weigh and weigh many factors such as the availability of raw materials, the difficulty of controlling reaction conditions, and the requirements of product purity and yield, and make a careful choice.
What are the physicochemical properties of 6-Amino-3, 4-Dihydro-1H-Isoquinoline-2-Carboxylic Acid Tert-Butyl Ester?
6-Amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester, this is an organic compound. Its physical and chemical properties are unique and related to many chemical application fields.
In terms of its appearance, it is often in the state of white to white solid powder, which is easy to store and use, and is easy to handle in many chemical operations.
In terms of melting point, it is usually in a specific temperature range, which is very critical for the identification and purification of this compound. Knowing the melting point allows chemists to determine the purity of compounds by means of melting point measurement experiments. If the purity is high, the melting point range is narrow and approaches the theoretical value; if it contains impurities, the melting point decreases and the range becomes wider.
Solubility is also an important property. In organic solvents such as dichloromethane, N, N-dimethylformamide (DMF), it exhibits good solubility, which makes it capable of being used as a reactant or intermediate in organic synthesis reactions, uniformly dispersed in the reaction system, and promotes the efficient progress of the reaction. However, its solubility in water is poor, due to the large proportion of hydrophobic groups in the molecular structure, resulting in weak interaction with water molecules. < Br >
In terms of stability, it is relatively stable under conventional conditions, but the structure will be affected when encountering strong acids, strong bases or high temperature environments. In case of strong acids, tert-butyl ester groups may undergo hydrolysis to form corresponding carboxylic acids; in case of strong bases, amino groups may participate in the reaction and change the molecular structure. High temperatures may trigger intramolecular rearrangement or decomposition reactions.
In terms of chemical reactivity, amino groups are nucleophilic and can participate in nucleophilic substitution reactions. React with electrophilic reagents such as halogenated hydrocarbons to construct new carbon-nitrogen bonds and expand molecular structures. The tert-butyl ester group is not only a carboxyl protecting group, which protects the carboxyl group from participating in some unnecessary reactions, but also can be selectively removed under specific conditions to restore the activity of the carboxyl group and participate in subsequent reactions, which greatly increases the application flexibility of the compound in complex organic synthesis.
What is the price range of 6-Amino-3, 4-Dihydro-1H-Isoquinoline-2-Carboxylic Acid Tert-Butyl Ester in the market?
6-Amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester is in the market, and its price range is difficult to determine. The price of this compound varies depending on the manufacturer, the quality of the product, and the purchase quantity.
If it is an ordinary merchant, buy it in small quantities, or the price per gram is in the range of hundreds of yuan. However, if you buy a lot from chemical raw material suppliers, the unit price can be reduced due to economies of scale.
In addition, the market price often fluctuates with changes in supply and demand and raw material costs. The price of raw materials will rise, or if there are many people who want it, the price will also rise; on the contrary, if the supply of raw materials is sufficient, the demand will be scarce, and the price may drop.
To obtain a price confirmation, it is advisable to consult chemical suppliers, or explore chemical product trading platforms, carefully examine the quotations of each merchant, and check the quality and after-sales matters before deciding.