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What are the main uses of N-Boc-2-pyrroleboronic acid?
N-Boc-2-pyrroliboronic acid is a commonly used reagent in organic synthesis. Its main use is in the construction of carbon-carbon bonds. In the coupling reaction of Suzuki-Miyaura, it can form carbon-carbon bonds efficiently with aryl, alkenyl halides or pseudo-halides in the presence of palladium catalysis and base. This reaction has mild conditions and good selectivity, and is widely used in the synthesis of drugs, natural products, materials, etc. The
times are used to construct nitrogen-containing heterocyclic compounds. Due to the characteristics of pyrrole structure, it can participate in many types of cyclization reactions, providing an effective path for the synthesis of complex nitrogen-containing cyclic skeletons. If reacted with a suitable electrophilic reagent, through the cyclization step, a heterocyclic system with biological activity or special functions can be obtained.
Furthermore, it also has important uses in modifying organic molecules. With the reactivity of boric acid groups, specific functional groups can be introduced to change the physical, chemical and biological properties of molecules to meet the needs of molecular design in the fields of materials science and drug development. For example, modifying drug molecules may improve their solubility, stability and bioavailability.
What are the synthetic methods of N-Boc-2-pyrroleboronic acid?
To make N-Boc-2-pyrroboronic acid, there are two common methods. First, use 2-pyrroboronic acid and Boc anhydride as raw materials. First dissolve 2-pyrroboronic acid in an appropriate amount of organic solvents, such as dichloromethane, tetrahydrofuran, etc. At low temperatures, such as 0 ° C to 5 ° C, slowly drop Boc anhydride into it, and add an appropriate amount of organic bases, such as triethylamine, pyridine, etc. The base can promote the reaction, because it can combine with the generated acid and promote the forward movement of the reaction. Add it dropwise, gradually raise it to room temperature, and continue to stir for the number of reactions. After the reaction is completed, the product is purified by washing with water, drying, column chromatography and other steps.
Second, use N-Boc-2-halogenated pyrrole and borate as raw materials. First, N-Boc-2-halogenated pyrrole reacts with magnesium chips in anhydrous ether or tetrahydrofuran to make Grignard's reagent. Grignard's reagent is very active and reacts violently in contact with water, so the operation needs to be in an anhydrous and anaerobic environment. Then, the Grignard reagent is slowly added to the borate ester solution to control the reaction temperature, usually at low temperature for a period of time. After the reaction is completed, N-Boc-2-pyrrole boronic acid can be obtained by acid hydrolysis, dilute hydrochloric acid or dilute sulfuric acid treatment, extraction, drying, column chromatography and other means. These two methods have their own advantages and disadvantages, and the actual preparation needs to be weighed according to factors such as raw material availability, cost and yield.
What are the storage conditions for N-Boc-2-pyrroleboronic acid?
The preservation of N-Boc-2-pyrroliboric acid is essential to its quality and should not be ignored. It should be stored in a cool and dry place, which is the first priority. Cover a cool environment to slow its transformation, dry state, can avoid it from moisture and damage.
If it is exposed to high temperature, the molecular dynamics, or structural changes, its properties are also different. And moisture invasion, easy to cause the risk of hydrolysis, so that the purity and activity of this compound are reduced.
And it should be sealed and stored away from the air. There are oxygen and water vapor in the air, which can interact with N-Boc-2-pyrroliboronic acid. Oxygen or oxidation, water vapor will promote hydrolysis, both of which are harmful to its quality.
Furthermore, when storing, it should be kept away from fire sources and strong oxidizing agents. This compound may have certain chemical activity, and when exposed to fire or oxidizing agents, it may react violently and cause a dangerous state.
Store N-Boc-2-pyrroliboronic acid in a cool, dry, and sealed manner, and avoid fire and oxidizing agents to ensure its quality. For experimental or production purposes.
What are the physical and chemical properties of N-Boc-2-pyrroleboronic acid?
N-Boc-2-pyrroliboronic acid is an important reagent in the field of organic synthesis. Its physical and chemical properties are as follows:
Looking at its appearance, it is mostly white to off-white solid at room temperature and pressure. This form is easy to store and use, and provides convenience in many organic reaction operations.
When it comes to solubility, the substance exhibits good solubility in common organic solvents such as dichloromethane, chloroform, and tetrahydrofuran. This property is very important. Because organic synthesis reactions are often carried out in solution systems, good solubility can promote full contact of the reactants, which is conducive to the smooth progress of the reaction. However, its poor solubility in water is related to the large proportion of organic groups in the molecular structure, which makes it less hydrophilic.
In terms of stability, N-Boc-2-pyrroliboronic acid can be relatively stable under conventional storage conditions if it is properly stored in a dry, cool and dark place. However, it should be noted that it is more sensitive to humidity and is prone to hydrolysis in contact with water, which in turn causes structural changes and affects performance. In high temperature environments, decomposition may also occur, so temperature control during storage and use is crucial.
In terms of its acidity, the boric acid group gives the substance certain acidic properties. In specific chemical reactions, this acidity can play an important role, such as participating in acid-base neutralization, catalyzing certain reaction processes, etc., providing more strategies and possibilities for the design of organic synthesis routes.
What is the price range of N-Boc-2-pyrroleboronic acid in the market?
I look at this N-Boc-2-pyrroliboronic acid in the market, and its price range is difficult to determine. This is due to various reasons for its different prices.
First, the method of making this product is different, and its cost may be different. If you use an exquisite method, although you can get high-purity products, the cost may be high, and the price may be high; if you use a simple method, the cost may be low, and the price may be low.
Second, the purity of this product affects its price. High purity is more suitable for scientific research and other important places, and the price is high; if the purity is slightly lower, the use may be limited, and the price is slightly lower.
Third, the supply and demand of the city is also the main reason. If there are many applicants and there are few suppliers, the price will rise; if the supply exceeds the demand, the price may drop.
Looking at the past "Tiangong Kaiwu", although the price of this chemical is not detailed, it is common sense that the market conditions are ever-changing and the price is also unstable. Or between a few yuan per gram and tens of yuan per gram, it is also unknown. It is difficult to determine its price range, because the market situation is complex and various factors are mixed, resulting in price fluctuations.