tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate

The chemical structure of tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylic acid ester is an important research object in the field of organic chemistry. The structure of this compound can be inferred from its name. "Tert-butyl" is a specific substituent with a structure of -C (CH), which is a group formed by connecting three methyl groups to the same carbon atom. "2,3-dihydro-1H-pyrrole" part, pyrrole is a nitrogen-containing five-membered heterocyclic compound, with a planar ring structure composed of one nitrogen atom and four carbon atoms, and there is a conjugated double bond system in the ring. And "2,3-dihydro" indicates that the double bonds at the 2nd and 3rd positions of the pyrrole ring are hydrogenated, reducing the degree of unsaturation. "1-carboxylate" indicates that a carboxylic acid ester group is connected at the 1st position of the pyrrole ring. This group is composed of carboxyl group (-COOH) reacting with alcohol to form ester bond (-COO-) and then connecting other groups, which is tert-butyl here. In summary, the chemical structure of tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylic acid ester is pyrrole ring 1-linked-COO-C (CH < unk >) < unk >, and the 2 and 3 positions are single bond structures.

Tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate has a wide range of uses. In the field of organic synthesis, this compound is often a key intermediate.
First, it can be used to construct various nitrogen-containing heterocyclic compounds. Due to the properties of pyrrole rings in its structure, it can be derived from many chemical reactions, such as nucleophilic substitution, cycloaddition, etc., to derive heterocyclic ring systems with diverse structures, which is of great significance in pharmaceutical chemistry. Drug developers often rely on such reactions to create new drug molecules with specific biological activities to deal with various diseases.
Second, it also has considerable uses in materials science. After appropriate chemical modification, it can participate in the synthesis of polymer materials, endowing the materials with unique properties, such as improving the mechanical properties, thermal stability or optical properties of the materials. This helps to develop new functional materials for use in electronic devices, optical instruments and many other fields.
Furthermore, tert-butyl 2,3-dihydro-1H-pyrrole-1-formate also plays an important role in the total synthesis of natural products. Natural products are often complex in structure and have significant biological activities. This compound can be used as a key building block in the synthesis route to help chemists achieve efficient total synthesis of natural products, so as to further study the biological functions and pharmacological effects of natural products.

The synthesis of tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate follows various paths. One method also begins with pyrrole, which interacts with tert-butoxycarbonylation reagents such as di-tert-butyl dicarbonate (Boc -2 O). This reaction is usually carried out under mild reaction conditions, using a suitable base as a catalyst, such as triethylamine (Et 🥰 N) or 4-dimethylaminopyridine (DMAP), in an organic solvent such as dichloromethane (CH ² Cl ²). The base can help deprotonate the nitrogen atom of pyrrole, making it more nucleophilic, so as to react smoothly with Boc 2O O to generate the target tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate.
There are also those who use 2,3-dihydro-pyrrole derivatives as starting materials. Such derivatives or with modifiable functional groups can be introduced into tert-butoxycarbonyl by means of nucleophilic substitution or addition reactions. For example, if the nitrogen atom of the 2,3-dihydropyrrole derivative has a halogen atom in the ortho-position, it can be co-placed with tert-butoxycarbonyl in an appropriate solvent, such as tetrahydrofuran (THF), the halogen atom leaves, and the tert-butoxycarbonyl is connected to obtain this compound.
Furthermore, there are also those who construct the pyrrole ring in a multi-step reaction and introduce tert-butoxycarbonyl at the same time. For example, the pyrrole structure is formed by a series of reactions such as condensation and cyclization with an appropriate nitrogen-containing and carbonyl-containing compound, and tert-butoxycarbonyl is introduced in the process or at the end by a suitable method to achieve the purpose of synthesis. The reaction conditions and reagents used are carefully selected according to the characteristics of the starting material and the reaction mechanism, so that the reaction is efficient and selective, so as to obtain a pure tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate product.

Tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylic acid ester is one of the organic compounds. Its physical properties are quite explainable.
Looking at its appearance, under room temperature and pressure, it is often colorless to light yellow liquid, and its texture is uniform and clear, like a quiet little blue. This color state representation, just like the surface of a quiet lake, reflects the initial appearance of its molecular structure arrangement, providing an intuitive basis for understanding its properties.
When it comes to boiling point, it is about a certain temperature range, and this temperature value is crucial for controlling its physical state transformation during heating. Just as heat is used in cooking, the boiling point determines the temperature at which the compound sublimates from liquid to gaseous state, which is of great significance in the fields of chemical operation, separation and purification.
Furthermore, the melting point is also a key physical property. Although it is liquid at room temperature, the exact value of the melting point in the low temperature environment indicates the critical temperature at which it condenses from liquid to solid. This is like a seasonal change node, the melting point defines the boundary of the physical state change of tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate.
Its density is the mass of the substance contained per unit volume, showing the characteristics of the compound's space occupation and mass distribution. Just like the position of an object in the world, the density determines its fluctuation and distribution in the mixed system, providing important parameters for chemical mixing and separation processes.
In terms of solubility, the compound exhibits good solubility in organic solvents, such as ethanol, ether, etc. This property is similar to that of a fish entering water, and the intermolecular interaction makes tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate able to blend with organic solvents, laying the foundation for its application in organic synthesis reactions, drug preparation, etc.
In addition, the vapor pressure of tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate, although the value is not high at room temperature, varies with the increase of temperature. Vapor pressure is like the active level index of molecules, which affects its proportion in the gas phase, and plays a non-negligible role in the volatilization and diffusion process of chemical production.
In summary, the physical properties of tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylic acid esters, from appearance, boiling point, melting point, density, solubility to vapor pressure, are interrelated, forming a unique system of physical properties, which are widely used in organic chemistry and related fields.

Tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate is an important intermediate in organic synthesis. It has unique chemical properties and shows important functions in many chemical reactions.
This compound has good stability. Due to the steric hindrance effect of tert-butyl, it can effectively protect the amino group on the pyrrole ring, so that it will not be easily destroyed under specific reaction conditions, just like building a solid barrier for the amino group. For example, in some organic synthesis pathways involving multi-step reactions, the presence of tert-butyl can ensure the integrity of the pyrrole cycloamino group until the appropriate stage of the reaction, and then release the active amino group through mild deprotection reaction to participate in the subsequent key reactions.
Its solubility is also a major characteristic. In common organic solvents, such as dichloromethane, chloroform, tetrahydrofuran, etc., tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate exhibits good solubility. This property facilitates its uniform dispersion in the reaction system during organic synthesis, enabling the reaction to proceed smoothly and efficiently. For example, in the reaction of the solution phase, the compound can be fully contacted and collided with other reactants, thereby improving the reaction rate and yield.
In addition, its pyrrole ring structure imparts certain electronic properties to the compound. Pyrrole ring is an electron-rich system and is prone to electrophilic substitution. Under suitable reaction conditions and catalysts, various functional groups can be introduced into the specific position of the pyrrole ring, expanding its chemical derivatization ability, and laying the foundation for the synthesis of organic compounds with diverse structures. It is like adding bricks to the "edifice" of organic synthesis and constructing more complex and delicate molecular structures.