As a leading 3-AMINOPYRIDINE-4-CARBOXALDEHYDE, 3-BOC PROTECTED supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
What are the main application fields of 3-aminopyridine-4-formaldehyde and 3-BOC protection?
3-Aminopyridine-4-formonitrile, 3-BOC protection is tert-butoxycarbonyl protection, and its main application field is quite wide.
In the field of organic synthesis, this protecting group can effectively protect the amino group. During the multi-step reaction, the amino group can be avoided from unnecessary participation and the reaction progresses according to the predetermined path. After a specific reaction step is achieved, the BOC protecting group can be removed under mild conditions to restore the activity of the amino group and then participate in the subsequent reaction. For example, in the construction of complex polypeptides or nitrogen-containing heterocyclic compounds, BOC is often used to protect amino groups, so as to precisely control the reaction check point and reaction sequence, and improve the yield and purity of the target product.
In the field of pharmaceutical chemistry, 3-aminopyridine-4-formonitrile protected by 3-BOC is also of critical significance. During the design and synthesis of many drug molecules, nitrogen-containing groups need to be properly protected and regulated. With the help of BOC protection, the reactivity and stability of molecules can be optimized, which helps to obtain ideal drug-active intermediates. In addition, the introduction and removal conditions of the BOC protecting group are relatively mild, and it will not cause damage to other sensitive functional groups in the drug molecule, which effectively guarantees the feasibility and reliability of the drug synthesis route.
In terms of materials science, if it involves the preparation of functional materials containing specific nitrogen heterostructures, the 3-BOC protection strategy can be used to precisely modify precursor molecules. By protecting the amino group, it is possible to achieve fine regulation of the molecular structure and properties of the material, and then prepare new materials with unique electrical, optical or mechanical properties.
What is the synthesis method of 3-aminopyridine-4-formaldehyde, 3-BOC protection?
To obtain 3-aminopyridine-4-formaldehyde, and the 3-position is BOC-protected synthesis method, the following steps can be followed.
First take a suitable pyridine derivative as the starting material, and this derivative needs to reserve reactive functional groups at the corresponding positions to prepare for the subsequent introduction of BOC-protecting groups and the generation of aldehyde groups.
In a suitable reaction system, introduce BOC-protecting groups to pyridine derivatives. Generally speaking, di-tert-butyl dicarbonate (Boc -2 O) can be used as the BOC-protecting reagent, and organic bases such as triethylamine can be used as acid binding agents to react in suitable organic solvents such as dichloromethane. The reaction conditions are mild. When stirring for a few times at room temperature or slightly heated conditions, the 3-position BOC protective group can be successfully attached to the 3-BOC protected pyridine derivative.
Then, the aldehyde group is introduced for the 4-position. In this step, suitable metal-organic reagents, such as Grignard reagents or lithium reagents, can be selected. The pyridine derivative is first halogenated at 4 positions. Commonly used halogenating reagents such as N-halogenated succinimide (NXS, X is a halogen atom), etc., react in a suitable solvent in the presence of an initiator to achieve 4-position halogenation.
The halogenated product reacts with the metal reagent to form the corresponding metal-organic intermediate. Subsequently, the aldehyde group can be introduced at the 4th position by reacting the intermediate with suitable aldehyde-based reagents, such as N, N-dimethylformamide (DMF).
After the reaction is completed, the target product 3-aminopyridine-4-formaldehyde protected by 3-BOC can be obtained after post-treatment, such as extraction, washing, drying, column chromatography and other purification methods. The reaction conditions of each step of this synthesis path are relatively mild, and the separation and purification of the products in each step is convenient, which can effectively obtain the target product.
How stable is 3-aminopyridine-4-formaldehyde, 3-BOC protection?
The stability of 3-aminopyridine-4-methyl ether and 3-BOC protection is related to many chemical mechanisms and reaction environments.
BOC is tert-butoxycarbonyl, and its protection of amino groups in 3-aminopyridine-4-methyl ether shows good stability in common organic solvents, such as dichloromethane, N, N-dimethylformamide, etc. This is because the carbamate bond formed by BOC group and amino group has high bond energy and is not easy to break spontaneously in neutral and weakly acidic environments.
In a low temperature environment, 3-BOC-protected 3-aminopyridine-4-methyl ether is more stable. When the temperature rises, the thermal motion of the molecule intensifies and the vibration of the carbamate bond increases, resulting in a decrease in its stability. However, even under moderate heating conditions, the protective group can still maintain a certain stability without the interference of other reagents.
In an alkaline environment, the stability of the BOC protecting group will be challenged. Strong bases can promote the hydrolysis of carbamate bonds, causing the BOC group to break off. However, if the strength and reaction time of the base are carefully controlled, its stability can be maintained to a limited extent.
When encountering specific nucleophiles, the BOC protecting group may be replaced by nucleophiles. However, as long as the appropriate reaction conditions are selected and strong nucleophiles are avoided, the 3-BOC protected 3-aminopyridine-4-methyl ether can remain stable in most conventional organic synthesis steps, providing reliable protection for subsequent reactions until the BOC protecting group is removed in a suitable manner according to the synthesis needs, and the active amino group is released.
What are the precautions for 3-aminopyridine-4-formaldehyde, 3-BOC protection during storage and transportation?
3-Aminopyridine-4-formaldehyde, 3-BOC protection During storage and transportation, the following things should be paid attention to:
First, moisture-proof is essential. The compounds protected by 3-BOC are hydrophilic and easy to absorb water vapor in the air. Water vapor may not only cause deliquescence, but also cause hydrolysis reactions, causing the BOC protective group to fall off and destroy the structure of the target compound. Therefore, it should be stored in a dry environment. A desiccant can be used to assist in maintaining the environment dry, and the container should be sealed in time after use.
Second, temperature must be careful. Such compounds are more sensitive to temperature, and high temperature may cause them to decompose or undergo other chemical reactions, changing their chemical properties. It is usually recommended to store in a low temperature environment, such as a refrigerator freezer. Temperature control measures should also be taken during transportation to avoid large fluctuations in temperature.
Third, anti-oxidation cannot be ignored. Groups such as amino groups are easily oxidized, especially under conditions of sufficient light and oxygen. Storage should be in a dark container or wrapped in opaque materials. When transporting, it should also avoid excessive contact with light and oxygen. It can be filled with inert gases such as nitrogen to create an oxygen-free environment.
Fourth, avoid contact with impurities. Impurities or catalytic adverse reactions, or reactions with target compounds. Storage containers should be clean, and transportation tools should also ensure that there are no impurities that may contaminate compounds.
Fifth, light loading and light unloading. 3 - The compound protected by BOC may have certain stability, but excessive collision, vibration, or packaging damage during loading and unloading will affect the quality of the compound, so the operation must be gentle.
What is the market price range for 3-aminopyridine-4-formaldehyde, 3-BOC protection?
I think what you are asking is about the market price range of 3-aminopyridine-4-formaldehyde and 3-BOC protection. However, this is not an easy matter, because the market price often changes with many factors.
First, the price of raw materials is the key. To prepare 3-aminopyridine-4-formaldehyde protected by 3-BOC, the price of raw materials required fluctuates, which will cause the price of the final product to fluctuate. If the raw materials are rare or the supply changes, the price will be affected.
Second, the preparation process is also important. The difficulty and complexity of the process are related to the production cost. If the process is complicated, multiple steps and special conditions are required, and the cost increases and the price is high.
Third, market supply and demand also affect the price. If the demand is strong and the supply is small, the price will rise; on the contrary, if the supply is sufficient and the demand is low, the price will fall.
As far as I know, the market price of this compound may range from tens to hundreds of yuan per gram. However, this is only a rough range, and the actual price should be determined according to the specific market conditions, product purity and transaction quantity. For accurate prices, you can consult relevant chemical raw material suppliers and chemical trading platforms, and they can tell you a more accurate price according to the current situation.