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What are the main uses of 1- (N-Boc) -1H-pyrrole-2-boronic acid?
1- (N-Boc) -1H-pyrrole-2-carboxylic acid is a crucial intermediate in organic synthesis. It has a wide range of uses and is first used in the field of medicinal chemistry. This compound is often relied on as a key building block for the construction of many drug molecules. Due to its unique structure, it can be modified by various chemical reactions to create drugs with specific biological activities.
For example, when developing anti-tumor drugs, 1- (N-Boc) -1H-pyrrole-2-carboxylic acid can be used as a starting material to react with other compounds containing active groups such as nitrogen and oxygen to build a complex drug molecular skeleton. By ingeniously designing the reaction path, the spatial structure and electron cloud distribution of the molecule can be precisely regulated, so that it fits the target of tumor cells and achieves the purpose of efficiently inhibiting tumor cell proliferation.
Furthermore, in the field of materials science, this compound also shows important value. It can be introduced into polymer materials by appropriate chemical means to give novel properties to the materials. For example, when preparing functional materials with special optical and electrical properties, the introduction of 1- (N-Boc) -1H-pyrrole-2-formic acid can change the conjugate structure of the material, thereby regulating the response characteristics of the material to light and electricity, and is used in organic Light Emitting Diodes, sensors and other fields.
In addition, in the field of total synthesis of natural products, the structures of many natural products contain structural fragments related to 1- (N-Boc) -1H-pyrrole-2-formic acid. The synthesis route design based on it can effectively realize the total synthesis of natural products, help in-depth study of the biological activity and mechanism of action of natural products, and provide a solid foundation for the development of new drugs and agricultural chemicals.
What are the synthesis methods of 1- (N-Boc) -1H-pyrrole-2-boronic acid?
To prepare 1- (N-Boc) -1H-pyrrole-2-carboxylic acid, the following methods can be used:
First, 1H-pyrrole-2-carboxylic acid is used as the starting material. Dissolve it in a suitable solvent, such as dichloromethane, cool it to a low temperature, such as 0 ° C, and slowly add di-tert-butyl dicarbonate (Boc 2O O) and an organic base, such as triethylamine. In this case, the organic base can capture the hydrogen of 1H-pyrrole-2-carboxylic acid and help it form an amide bond with Boc 2O O to obtain the target product. After the reaction is completed, it is washed with dilute acid solution to remove the untreated alkali and by-products, and then the desiccant is used to remove water and steam off the solvent to obtain the crude product. It can be purified by column chromatography to obtain the pure product.
Methyl 2-pyrroloformate can also be used as raw material. First, it is reacted with di-tert-butyl dicarbonate and base in a solvent to make the Boc group on the amino group. This reaction condition is mild and easy to control. After the reaction, it is separated by conventional methods, such as extraction, washing, drying, and distillation. Then the ester group is hydrolyzed, an alkali solution, such as an aqueous sodium hydroxide solution, is heated to promote hydrolysis, the reaction is completed, the pH is adjusted to acidity by adding acid, the product is precipitated, filtered, washed, and dried to obtain 1- (N-Boc) -1H -pyrrole-2 -carboxylic acid.
Others use pyrrole as the starting material. First, the pyrrole nitrogen is properly protected by a protective group, such as tert-butoxycarbonyl, to obtain N-Boc-pyrrole. After the Vilsmeier-Haack reaction, etc., a formyl group is introduced at the 2nd position, and then the formyl group is oxidized to a carboxyl group. During oxidation, a mild oxidizing agent, such as manganese dioxide or TEMPO system, can be used to obtain the target product 1- (N-Boc) -1H-pyrrole-2-carboxylic acid through a series of reaction and separation purification steps.
What are the physical properties of 1- (N-Boc) -1H-pyrrole-2-boronic acid?
1- (N-Boc) -1H-pyrrole-2-carboxylic acid is an important compound in the field of organic chemistry. Its physical properties are quite unique, let me tell you in detail.
Looking at its appearance, it is mostly white to white solid under normal conditions, which is easy to store and use. As for the melting boiling point, the melting point is about a certain range, which is crucial for the identification and purification of the compound. Due to the specific molecular structure and intermolecular forces, it exhibits such melting point characteristics. The boiling point also has a certain value due to the chemical bond energy within the molecule and the interaction between molecules. This boiling point data is a key consideration in the process of separating and preparing the compound. < Br >
In terms of solubility, it exhibits good solubility in organic solvents such as dichloromethane and chloroform. This is because the functional groups contained in the molecular structure can form suitable interactions with organic solvent molecules, such as van der Waals forces, hydrogen bonds, etc., so that the compound can be uniformly dispersed in such solvents. However, the solubility in water is relatively limited, due to the difference in the matching degree between the polarity of the water molecule and the molecular polarity of the compound, resulting in weak interaction between the two.
The density of the compound is also one of its physical properties, and this value is of great significance for accurate measurement and calculation of its dosage in the reaction system. In addition, its stability is acceptable under certain conditions. However, under extreme conditions such as strong acids, alkalis, or high temperatures, the molecular structure is easily damaged, and corresponding chemical reactions occur. Therefore, when storing and using, it is necessary to pay attention to the control of environmental conditions.
What should be paid attention to when storing 1- (N-Boc) -1H-pyrrole-2-boronic acid?
1 - (N - Boc) -1H - pyrrole - 2 - carboxylic acid, when hiding, it is advisable to pay attention to all things. This compound has special properties, one of which is temperature-sensitive. High temperature can cause its structure to change or dissolve, so it should be placed in a cool place, protected from direct sunlight, and the temperature should be controlled at 2 - 8 ° C. This is the main rule for hiding.
Furthermore, this substance is easy to deliquescent or cause qualitative change in a wet environment. Therefore, it must be dry where it is stored, and a desiccant can be used to keep it dry. If exposed to moisture, it may affect its purity and quality, and the effect of the experiment will also be damaged.
Also, 1- (N-Boc) -1H-pyrrole-2-carboxylic acid or other substances should not be co-placed with strong oxygen agents, strong reduction agents or acid and alkali when storing, so as not to cause the reaction. In addition, the container should also be selected. It is better to use a glass or plastic closed container to prevent leakage and ensure its stability.
When hiding, the label must be clearly stated, including its name, pure, batch number, date, etc., so as to check and use, and deal with it according to regulations to prevent accidents and ensure safety. Only in this way can it be properly hidden and all its quality can be used later.
What is the market price range for 1- (N-Boc) -1H-pyrrole-2-boronic acid?
The market price range of "1- (N-Boc) -1H-pyrrole-2-carboxylic acid" is difficult to determine precisely due to many factors. These factors include but are not limited to the quality of the material, the situation of supply and demand, the preparation process, the market area, and the number of transactions.
Looking at the situation of past market transactions, if the material quality is high and the preparation process is exquisite, when the supply and demand are stable, the price per gram for small batch purchases may be between tens of yuan and hundreds of yuan. However, if the purchase quantity is large, the merchant may give a certain discount due to small profits but quick turnover, and the unit price may decrease.
As for regional differences, where the economy is prosperous and the chemical industry is concentrated, the price may be closer to the people due to intense competition and convenient logistics; while in remote places, the price may be slightly higher due to factors such as transportation costs.
And due to frequent fluctuations in the chemical market, raw material prices, policies and regulations can cause their prices to fluctuate. Therefore, if you want to know the exact price, you should discuss it in detail with relevant chemical product suppliers, or refer to the quotations of recent professional chemical product trading platforms to obtain more accurate price information.