1-Boc-2,5-Dihydro-1H-pyrrole-3-boronicacidpinacolester

1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester, this compound has a wide range of uses. It is often used as a key intermediate in the field of organic synthesis. First, it can participate in the Suzuki coupling reaction in the construction of carbon-carbon bonds. Suzuki coupling reaction is an important means to form carbon-carbon bonds. In this reaction, 1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester and halogenated aromatics or halogenated olefins can efficiently generate biaryl or alkenylated products containing pyrrole structures under the action of palladium catalysts and bases. Such products are of great significance in the field of medicinal chemistry. Many biaryl or alkenylated pyrrole structural units can be synthesized or structurally modified by this reaction.
Furthermore, in the field of materials science, this compound also has applications. Due to its pyrrole structure having certain conjugate properties, materials with special photoelectric properties can be prepared by linking with other groups with specific functions through organic synthesis. For example, polymer materials constructed by specific reactions, or in organic Light Emitting Diodes (OLEDs), solar cells and other optoelectronic devices, exhibit unique charge transport or luminescence properties, providing the possibility for the development of new optoelectronic device materials.
In addition, in the synthesis and modification of heterocyclic compounds, the borate ester groups of 1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol esters can be converted through various reactions, and interact with various nucleophiles or electrophiles to realize the functionalization of pyrrole rings, and then synthesize heterocyclic derivatives with diverse structures, enrich the library of heterocyclic compounds, and provide more novel compounds in the fields of drug development and total synthesis of natural products.

There are several common methods for the synthesis of 1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol esters.
First, the corresponding halogenated pyrrole derivatives can be initiated. First, halogenated pyrrole and borate ester reagents are subjected to palladium-catalyzed cross-coupling reaction in the presence of palladium catalysts and bases. In this reaction, palladium catalysts such as tetra (triphenylphosphine) palladium can effectively promote the bonding between halides and borate esters. Bases such as potassium carbonate and sodium carbonate can adjust the pH of the reaction system and promote the smooth progress of the reaction. After this reaction, the halogen atom is replaced by the borate ester group to form the target product.
Second, using pyrrole as the raw material, the nitrogen atom of pyrrole is first Boc protected to obtain 1-Boc-pyrrole. Then, through a specific oxidation or addition reaction, a double bond is introduced at the 2,5 positions of the pyrrole ring to form 1-Boc-2,5-dihydro-1H-pyrrole. Then the dihydropyrrole is reacted with the borate pinacol ester under suitable catalysts and conditions. For example, in some transition metal catalytic systems, the boron atom of boronic acid pinacol ester undergoes nucleophilic substitution or addition reactions with the 3-position carbon atom of dihydropyrrole, and finally produces 1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester.
Or, it can be synthesized by constructing a pyrrole ring. Using an open-chain compound containing a suitable substituent as the starting material, a pyrrole ring is formed by cyclization, and a Boc protecting group and a boronic acid pinacol ester group are introduced during or after cyclization. For example, selecting amines, carbonyl compounds, etc. with appropriate functional groups, under acidic or basic catalysis, for condensation cyclization, and then introducing Boc and borate pinacol esters in sequence can also achieve the synthesis of the target product.

1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester, which is an important compound in organic synthesis.
In terms of its physical properties, it is mostly white to off-white solid under normal conditions. The melting point is within a specific range, and this value has a great influence on its state and behavior in various reaction systems. Its solubility varies in common organic solvents. In some organic solvents such as dichloromethane and tetrahydrofuran, it has good solubility and can be uniformly dispersed, creating good conditions for the reaction; however, in water, the solubility is very small, because of its molecular structure, the force between water molecules is weak.
Looking at its chemical properties, in the molecular structure, the boronic acid pinacol ester group has high activity. When encountering nucleophiles, nucleophilic substitution reactions are prone to occur, and this characteristic is often used in key reaction steps such as building carbon-carbon bonds and carbon-heteroatomic bonds. Boc groups have unique chemical activities. Under specific conditions, such as mild acidic environments, deprotection reactions can occur, thereby exposing nitrogen atoms on the pyrrole ring, enabling it to participate in more abundant subsequent chemical reactions. And the pyrrole ring itself also has a certain aromatic and conjugated structure, giving the compound a unique electron cloud distribution, which affects its chemical reaction check point and reaction activity sequence. Overall, the physical and chemical properties of this compound make it play an indispensable role in the field of organic synthetic chemistry.

The market price of 1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester varies with supply and demand, quality and sales, so it is difficult to determine its price range. However, if you want to know the approximate, you can visit various chemical companies and online chemical product trading platforms.
Looking at the market conditions in the past, if the quantity of this product is small, it can be sold in grams, ranging from tens of yuan to hundreds of yuan per gram. If it is a large purchase, in kilograms, the price per kilogram may be discounted, which can range from several thousand yuan to about 10,000 yuan. This is all about the number, and the truth may vary due to the price of raw materials, the difficulty of preparation, and the supply and demand of the market.
To get a definite price, you can consult each supplier in detail, and compare its price and quality to get the right price.

1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester is an important intermediate in organic synthesis. Its storage conditions are crucial to the stability and reactivity of this compound.
When storing this compound, the first environment is drying. Moisture is prone to hydrolysis of borate esters, which damages their structure and properties. Therefore, when placed in a dry place, such as a dryer, and the desiccant needs to be changed regularly to keep the environment dry.
Temperature is also a key factor. It should be stored in a low temperature environment, generally -20 ° C. Low temperature can reduce molecular activity and slow down the rate of decomposition or deterioration. However, the temperature should not be too low to prevent the substance from freezing and causing the container to break.
Avoidance of light should not be ignored. Light or photochemical reactions affect the purity and quality of the compound. Therefore, the storage container should be selected as a brown bottle or covered with a light-shielding material to protect it from light.
In addition, the storage place should be kept away from fire sources, heat sources and oxidants, etc., because it has a certain chemical activity, encountering such substances may cause dangerous reactions.
In conclusion, 1-Boc-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester should be stored in a dry, low temperature, protected from light and away from sources of ignition and oxidants, so as to maintain its quality and performance for organic synthesis.