tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

This compound tert - butyl 3- (4,4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) -2,5 - dihydro - 1H - pyrrole - 1 - carboxylate, in the ancient classical text of "Tiangong Kaiwu", its chemical structure is described as follows:
This structure is based on a 2,5 - dihydro - 1H - pyrrole. At the 1st position of pyrrole, there is a carboxyl group attached, and this carboxyl group is connected to the tert-butyl group to form a tert-butyl - 1 - carboxyl group. Furthermore, at the 3rd position of pyrrole, there is a boron-containing group attached. This boron-containing group is a 4,4,4,5,5-pentamethyl-1,3,2-dioxaboronheterocyclopentane-2-group. In this structure, the carbon of tert-butyl is attached to the carbon of the carboxyl group 1 of pyrrole, and the carbon of pyrrole 3 is attached to the boron atom of 4,4,4,5,5-pentamethyl-1,3,2-dioxaboronheterocyclopentane-2-group. The overall structure, the five-membered ring of pyrrole as the core, is bordered by tert-butyl-1-carboxyl and 3- (4,4,4,5,5-pentamethyl-1,3,2-dioxoboron heterocyclopentane-2-yl), and the atoms are bonded according to this law, forming the unique chemical structure of this compound.

Tert - butyl 3- (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) -2,5 - dihydro - 1H - pyrrole - 1 - carboxylate, this is an organic compound with a wide range of uses.
In the field of organic synthesis, this compound is often used as a key intermediate. Due to its unique boron ester structure, it can participate in many classical coupling reactions, such as Suzuki - Miyaura coupling reaction. In such reactions, the compound can be combined with halogenated aromatics or halogenated olefins to form carbon-carbon bonds and facilitate the synthesis of complex organic molecular structures, which is of great significance in pharmaceutical chemistry and materials science. In drug research and development, compounds with specific structures and activities can be synthesized through such reactions, laying the foundation for the creation of new drugs.
In the field of materials science, the products synthesized through such coupling reactions may have special optoelectronic properties, which can be applied to the preparation of organic Light Emitting Diodes (OLEDs), organic photovoltaic cells and other materials, promoting the development of materials science.
In addition, the unique structure of this compound may also participate in other types of organic reactions, providing more paths and possibilities for organic synthesis chemistry, and has positive significance for expanding the synthesis methodology of organic compounds. In short, tert-butyl 3- (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) -2,5 - dihydro - 1H - pyrrole - 1 - carboxylate plays an indispensable role in many fields such as organic synthesis, pharmaceutical chemistry and materials science, and has extremely broad application prospects.

To prepare tert - butyl 3- (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) - 2,5 - dihydro - 1H - pyrrole - 1 - carboxylate, the usual number method.
First, a compound containing a pyrrole structure is used as the starting material. First, the pyrrole ring is introduced into a suitable protective group at a specific check point to obtain a protected pyrrole derivative. Subsequently, at the target position of the pyrrole ring, by halogenation reaction, such as the selection of suitable halogenating reagents, under suitable reaction conditions, halogen atoms are introduced to obtain halogenated pyrrole products. Next, the halogenated pyrrole product is reacted with the dipyrrole alcohol borate. The reaction needs to be carried out in the presence of a palladium catalyst and a base, and heated in a suitable solvent. The palladium catalyst can promote the exchange of halogen atoms and borate ester groups to generate products containing borate ester structures. Finally, the tert-butoxycarbonyl protecting group is introduced under appropriate reaction conditions to obtain the target product.
Second, another approach can also be found. Starting from the raw materials with suitable substituents, the pyrrole ring structure is first constructed. For example, using nitrogen-containing and carbon-containing raw materials, under specific reaction conditions, pyrrole rings are formed by cyclization. Subsequently, a borate ester group and a tert-butoxycarbonyl protecting group are introduced into the pyrrole ring in sequence. When introducing a borate ester group, similar to the above method, suitable boronation reagents and catalytic systems are used. When introducing a tert-butoxycarbonyl protecting group, tert-butoxycarbonylation reagent can be selected, and the reaction is carried out in the presence of the corresponding organic base to successfully synthesize the target compound.
These two methods have their own advantages and disadvantages. In actual operation, the choice needs to be weighed according to many factors such as the availability of raw materials, the difficulty of controlling the reaction conditions, and the purity requirements of the target product.

This substance is a common intermediate in organic synthesis, and its physical and chemical properties are unique.
Looking at its physical properties, it may be solid at room temperature, but it is not absolute, or varies due to factors such as impurities. Its melting point and boiling point are of great significance to the synthesis operation. In terms of melting point, due to the molecular structure containing groups such as tert-butoxycarbonyl and borate esters, the melting point caused by the interaction may be within a certain range, and the specific value must be accurately determined experimentally. The boiling point is also restricted by intermolecular forces due to complex structures, including van der Waals forces, hydrogen bonds, etc.
When it comes to chemical properties, borate ester groups have significant activity. In the classic reaction of organic synthesis, such as Suzuki coupling reaction, it can cross-couple with halogenated aromatics or halogenated olefins under the action of alkali and palladium catalysts to form carbon-carbon bonds and construct complex organic molecular structures. Tert-butoxycarbonyl is relatively stable and provides protection for pyrrole nitrogen atoms. Under certain conditions, such as acidic environment, tert-butoxycarbonyl can be removed, releasing active amino groups, and then participating in subsequent reactions, such as acylation and amination reactions with acid chloride and aldehyde. The 2,5-dihydro-1H-pyrrole ring part, due to its double bond, can undergo an addition reaction and enrich the molecular structure. Due to its physical and chemical properties, it is widely used in medicinal chemistry, materials science, and other fields, helping to create new drugs and functional materials.

Guan Jun asked about "tert - butyl 3- (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) - 2,5 - dihydro - 1H - pyrrole - 1 - carboxylate" in the market price range. However, the price of this product often varies for a variety of reasons.
First, the difficulty of production varies. If the synthesis process of this compound is complicated, requires multiple fine steps, or the raw materials used are scarce and rare, the production cost will be high, and its market price will also rise.
Second, the market supply and demand situation has a great impact. If there is a strong demand for this product in many industries, but the supply is limited, such as a surge in demand for it in the field of pharmaceutical research and development, and the output is not sufficient, the price will rise; on the contrary, if the demand is low and the supply is abundant, the price will fall.
Third, different merchants have different pricing strategies. Large and well-known chemical reagent suppliers, due to strict brand reputation and product quality control, may have high prices; while some emerging or small suppliers, in order to compete for market share, the price may be more affordable.
Looking at the market, the price of this compound per gram may range from tens to hundreds of yuan. However, this is only a rough figure. The actual price needs to be determined by consulting each chemical reagent supplier in detail according to specific specifications, purity and purchase quantity.