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What is the main use of 1-Benzyl-1,2,3, 6-tetrahydropyridine-4-boronic acid pinacol ester
1-Benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, which has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. Gein boron ester functional groups have unique reactivity and can be combined with halogenated aromatics or halogenated olefins by various organic reactions, such as Suzuki coupling reaction.
In the Suzuki coupling reaction, 1-benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol esters can form carbon-carbon bonds with halogenated organic compounds under the action of palladium catalysts and bases. This reaction is effective in building complex organic molecular architectures, and in the field of medicinal chemistry, it can assist in the synthesis of drug molecules with diverse structures.
Furthermore, in the field of materials science, this compound may participate in the preparation of materials with special optoelectronic properties. With its participation in the construction of conjugated structures, it may endow materials with unique electrical and optical properties, such as for the synthesis of organic Light Emitting Diode (OLED) materials, which can improve the carrier transport performance and luminous efficiency of materials.
In addition, because its structure contains tetrahydropyridine rings, it may have potential effects on some biological activities. In the study of bioorganic chemistry, it may be used as a lead compound for structural modification to explore its effect on specific biological targets, providing ideas and directions for the development of new drugs.
What are the synthesis methods of 1-Benzyl-1,2,3, 6-tetrahydropyridine-4-boronic acid pinacol ester
The synthesis method of 1-benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester is a crucial issue in the field of organic synthesis. The synthesis paths are diverse, and the following are common.
First, 1-benzyl-1,2,3,6-tetrahydropyridine-4-halide is used as the starting material. The halide is first combined with metal reagents such as magnesium and lithium to generate the corresponding organometallic reagent. Subsequently, the organometallic reagent is reacted with borate esters, such as pinacol borate, to obtain the target product. In this process, the activity of the metal reagent, the reaction temperature and time all have a great influence on the reaction. If the temperature is too high, side reactions will easily occur; if the time is too short, the reaction will be incomplete.
Second, you can start from 1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylic acid derivatives. First, the carboxylic acid derivative is converted into the corresponding acyl halide or acid anhydride, and then the alcohol is reduced to an alcohol compound. Next, the alcohol is reacted with the halogenating reagent to form a halide, and then the reaction continues according to the above-mentioned halide route, and the target product can also be obtained. However, there are many steps in this path, and each step needs to be carefully controlled to increase the total yield.
Third, the method of transition metal catalysis is adopted. Suitable transition metal catalysts, such as palladium, nickel, etc., are used with corresponding ligands to catalyze the coupling reaction between the substrate containing the pyridine structure and the borate ester. This method has relatively mild conditions and high selectivity. However, the catalyst cost is higher, and the reaction equipment and operation requirements are also stricter.
When synthesizing 1-benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol esters, it is necessary to carefully select the appropriate synthesis method according to the actual situation, such as the availability of raw materials, cost, and the purity requirements of the target product, and carefully adjust the reaction conditions to achieve the ideal synthesis effect.
What are the physical and chemical properties of 1-Benzyl-1,2,3, 6-tetrahydropyridine-4-boronic acid pinacol ester
1-Benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, which is a commonly used reagent in the field of organic synthesis. Its physical and chemical properties are quite critical, and it is related to the process and effect of many reactions.
Looking at its physical properties, under normal temperature and pressure, it is mostly in a solid state, which is easy to store and use. Its melting point has a specific value, which is an important indicator for determining the purity of the substance. The melting point of pure substances is fixed. If impurities are contained, the melting point tends to decrease and the melting range becomes wider.
Solubility is also an important physical property. In common organic solvents, such as dichloromethane, toluene, etc., it has good solubility. This property allows it to be easily integrated into the reaction system in organic synthesis, fully contacted and mixed with other reactants, which is conducive to the smooth progress of the reaction.
In terms of chemical properties, the borate ester group is its key active site. This group can participate in many classic organic reactions, such as Suzuki coupling reaction. In this reaction, borate esters and halogenated aromatics or halogenated olefins can efficiently form carbon-carbon bonds under the action of palladium catalysts and bases, and are widely used in drug synthesis, materials science and other fields.
At the same time, the pyridine ring of 1-benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester also has certain reactivity. The nitrogen atom on the pyridine ring has lone pair electrons, which can participate in the reaction as an electron donor or form a coordination compound with metal ions, thereby changing the activity and selectivity of the substance in a specific reaction.
In addition, the stability of the substance is crucial in chemical operation. Under normal storage and use conditions, it is relatively stable. However, it is necessary to avoid contact with strong oxidants, strong acids, strong bases and other substances, because it may cause chemical reactions of borate groups or pyridine rings, thereby destroying the molecular structure and affecting its performance and application.
What is the price range of 1-Benzyl-1,2,3, 6-tetrahydropyridine-4-boronic acid pinacol ester in the market?
I look at what you are inquiring about, it is 1 - Benzyl - 1, 2, 3, 6 - tetrahydropyridine - 4 - boronic acid pinacol ester in the market price range. However, the price of this chemical often changes due to multiple reasons, and it is difficult to be sure.
First, the price varies from supplier to supplier. Large merchants may have different prices due to their superior scale and channel convenience. If small merchants get exclusive methods and rare materials, their prices cannot be generalized.
Second, the amount is different, and the price is different. If the purchase volume is huge, the merchant may give a discount due to the trade-off of profits; if the quantity is small, it may be difficult to enjoy a low price.
Third, the state of market supply and demand determines its price. If there are many seekers and few suppliers, the price will rise; if the supply exceeds the demand, the price will be depressed.
Fourth, changes in the price of raw materials and preparation process also cause the price of this product to fluctuate. The price of raw materials is high, or the process is complicated, the cost increases and the price increases; the price of raw materials is easy to obtain and the process is refined, or the price may decrease.
To sum up, if you want to know the exact price range of this product, you need to consult the merchants widely, and carefully observe the supply and demand, raw materials, etc. at that time, in order to obtain a more accurate price.
What are the storage conditions for 1-Benzyl-1,2,3, 6-tetrahydropyridine-4-boronic acid pinacol ester
1-Benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester is an important reagent commonly used in organic synthesis. Its storage conditions are critical to the stability and activity of this reagent.
This reagent should be stored in a cool, dry and well-ventilated place. In a cool environment, the temperature can be kept constant to avoid decomposition or deterioration of the reagent due to excessive temperature. Dry conditions can prevent it from contacting with water vapor, because many borate esters are prone to hydrolysis in contact with water, which affects their quality and performance. Well-ventilated can disperse harmful gases that may be generated in time to ensure the safety of the storage environment.
Furthermore, it needs to be placed in a sealed container. The sealing effect is to isolate the air and prevent the reagent from being oxidized; the second is to avoid the mixing of external impurities and ensure the purity of the reagent. When storing, keep away from fire and heat sources to prevent fire or accidental chemical reactions of the reagent.
If it is for long-term storage, it is recommended to store it in a low temperature environment, such as refrigeration or freezing. However, when taking it, it should be slowly raised to room temperature to avoid adverse effects on the reagent due to sudden temperature changes. In conclusion, only by following suitable storage conditions can 1-benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester maintain good properties for organic synthesis and other work.