What are the main uses of 1,3-di-tert-butoxycarbonyl-2- (trifluoromethylsulfonyl) guanidine?
The main use of 1% 2C3 -di-tert-butyl-2 - (trifluoromethylsulfonyl) hydrazine is related to many fields. In the field of organic synthesis, it is an extremely critical reagent.
The cover can participate in a variety of key reactions due to its unique chemical structure. For example, in the reaction of constructing carbon-carbon bonds and carbon-heteroatomic bonds, it can be used as an effective coupling reagent. With exquisite reaction design, different organic fragments can be cleverly connected, paving the way for the synthesis of complex organic molecules with specific functions. This is of great significance in the field of medicinal chemistry, enabling the synthesis of compounds with novel structures and potential biological activities, providing a wealth of candidate molecules for the development of new drugs.
Furthermore, in the field of materials science, it also shows unique functions. It can participate in the preparation of organic materials with special properties, such as materials with excellent photoelectric properties. By precisely regulating the reaction conditions, the reaction properties of the compound are used to endow the material with unique electrical and optical properties, thereby meeting the needs of high-performance materials in fields such as organic Light Emitting Diodes and solar cells.
In addition, in some catalytic reaction systems, 1% 2C3 -di-tert-butyl-2 - (trifluoromethylsulfonyl) hydrazine can act as a ligand or auxiliary agent, which affects the activity and selectivity of the catalyst. With its electronic effect and steric hindrance effect, it can optimize the catalytic reaction process, improve the reaction efficiency and the purity of the product, which is of great value in practical application scenarios such as chemical production, and can achieve a more efficient and green chemical synthesis process.
What are the synthesis methods of 1,3-di-tert-butoxycarbonyl-2- (trifluoromethylsulfonyl) guanidine?
The synthesis method of 1% 2C3 -di-tert-butyloxycarbonyl-2- (trifluoromethylsulfonyl) imidazole has been around for a long time. To make this substance, you can start from various paths.
First, take an appropriate amount of imidazole as a base, place it in a clean reactor, add a suitable solvent, such as dichloromethane, N, N-dimethylformamide, etc., so that it can be fully dissolved to form a uniform solution. Then, slowly add tert-butyl dimethylchlorosilane, use an acid binding agent such as triethylamine, etc., to regulate the pH of the reaction, and stir the reaction at a suitable temperature, such as 0 ° C to room temperature. The purpose of this step is to introduce tert-butyl dimethylsilyl on imidazole to protect a specific activity check point. After the reaction is completed, the product is purified by washing with water, liquid separation, drying, column chromatography, etc. In this product, trifluoromethanesulfonic anhydride is added, and the reaction is carried out at a low temperature, such as -78 ° C. For several times. After the reaction is complete, the target product can be obtained by post-processing steps, such as extraction, concentration, etc. 1% 2C3 -di-tert-butyloxycarbonyl-2 - (trifluoromethylsulfonyl) imidazole.
Second, start with 2-halomethazole. Take 2-halo imidazole, such as 2-chlorimidazole or 2-bromimidazole, and potassium tert-butoxide in a suitable solvent, such as tetrahydrofuran, and heat the reaction to form 2-tert-butoxyimidazole intermediates. This reaction requires attention to temperature control, usually at 60 ° C - 80 ° C. Then, carbon dioxide gas is introduced into the reaction system, so that it reacts with intermediates to generate corresponding carboxyl derivatives. After acylation, trifluoromethanesulfonic anhydride is used as an acylation reagent, and pyridine is used as a catalyst. React at room temperature to obtain the target product. After purification by distillation, recrystallization, etc., pure 1% 2C3 -di-tert-butyloxycarbonyl-2 - (trifluoromethyl sulfonyl) imidazole can be obtained.
All synthesis methods have their own advantages and disadvantages, and they need to be used according to actual conditions, such as the availability of raw materials, cost considerations, and difficulty of reaction.
What are the physical properties of 1,3-di-tert-butoxycarbonyl-2- (trifluoromethylsulfonyl) guanidine?
1% 2C3 -di-tert-butyl-2 - (trifluoromethylsulfonyl) imidazole is an organic compound. Its physical properties are as follows:
This compound is usually in solid form. Under normal temperature and pressure, its stability is considerable due to its unique molecular structure. Because its structure contains specific groups such as tert-butyl and trifluoromethylsulfonyl, it has some special physical properties.
In terms of melting point, due to the steric resistance effect of tert-butyl and the strong electron absorption of trifluoromethylsulfonyl, the intermolecular force changes, resulting in a specific melting point range. In general, the melting point of this substance is relatively high, which helps to maintain its solid state under some high temperature reaction conditions, providing convenience for related reaction operations.
In terms of solubility, due to the poor hydrophilicity of trifluoromethylsulfonyl, while tert-butyl also has a certain hydrophobicity, its solubility in water is very low. However, in some organic solvents, such as dichloromethane, chloroform, tetrahydrofuran, etc., the interaction between molecules and organic solvent molecules shows good solubility. This solubility property is of great significance in reaction operations in organic synthesis and product separation and purification. The density of
is also affected by the molecular structure. The molecule contains atoms with relatively large atomic mass such as fluorine atoms, and the specific molecular arrangement makes its density higher than that of some common organic compounds.
In appearance, it often presents a white to light yellow crystalline powder, which is convenient for observation and identification in experimental operations.
These physical properties are interrelated and affect its application in many fields such as organic synthesis and catalysis. For chemical researchers, a full understanding of these properties is the key prerequisite for the rational use of this compound to carry out various chemical reactions.
What are the chemical properties of 1,3-di-tert-butoxycarbonyl-2- (trifluoromethylsulfonyl) guanidine
1% 2C3 -di-tert-butyloxycarbonyl-2 - (trifluoromethanesulfonyl) hydrazine, this is an organic compound with unique chemical properties and great value for investigation.
First of all, the tert-butyloxycarbonyl it contains is relatively stable in nature and can act as a protective group for amino groups in many organic reactions. Under suitable conditions, the tert-butyloxycarbonyl can be removed to restore the reactivity of the amino group, and then participate in subsequent reactions such as amidation and alkylation. This property is widely used in the field of peptide synthesis, which can help to accurately construct peptide sequences and avoid unnecessary side reactions.
Furthermore, the presence of trifluoromethanesulfonyl groups endows the compound with strong electron-absorbing properties. This not only affects the electron cloud distribution of the molecule, but also significantly enhances its electrophilicity. As a result, the compound is easier to react with electron-rich reagents, such as amines and alcohols with solitary pairs of electrons, and then generate a series of new organic compounds. In addition, the strong electron-absorbing properties of trifluoromethanesulfonyl groups also affect the physical properties of the compound, such as melting point, boiling point, solubility, etc. Usually, the polarity of the compound will be changed, and the solubility in specific organic solvents will also change.
Moreover, the hydrazine structure in the 1% 2C3 -di-tert-butyloxycarbonyl-2- (trifluoromethanesulfonyl) hydrazine molecule also has certain reactivity. Hydrazine can not only participate in the condensation reaction, but also form hydrazone derivatives with carbonyl compounds such as aldides and ketones. Under appropriate oxidation conditions, oxidation reactions may also occur to generate products with different functional groups.
In summary, 1% 2C3-di-tert-butyloxycarbonyl-2- (trifluoromethanesulfonyl) hydrazine has potential and wide application prospects in the field of organic synthetic chemistry due to its unique structure and a variety of chemical properties. It can be used as a key intermediate for the synthesis of various organic compounds with special functions and structures.
What are the precautions for using 1,3-di-tert-butoxycarbonyl-2- (trifluoromethylsulfonyl) guanidine?
1% 2C3 -di-tert-butyloxycarbonyl-2 - (trifluoromethanesulfonyl) imidazole has several ends to be paid attention to during use.
First, this substance has a specific chemical activity, and during operation, it is necessary to ensure that the reaction environment is suitable. For example, the pH and temperature control of the reaction system are essential. If the temperature is too high, it may cause it to decompose, which will damage the reaction effect; if the temperature is too low, the reaction may be delayed or even stagnant. It must be carefully regulated according to the specific reaction needs to ensure a smooth reaction.
Second, because it contains special functional groups, the selection and proportion of reactants need to be carefully allocated. Trifluoromethanesulfonyl has high activity and is easy to react with many substances. Therefore, it is necessary to accurately calculate the amount of reactants to avoid the growth of side reactions and improve the purity and yield of products.
Third, the substance may be toxic and corrosive, and protective measures are essential during operation. Wear protective clothing, protective gloves and goggles to prevent contact with skin and eyes. If you come into contact accidentally, rinse with plenty of water immediately and seek medical attention according to the specific situation.
Fourth, you should also pay attention when storing. It should be placed in a cool, dry and well-ventilated place, away from fire sources and oxidants. Due to its active chemical properties, improper storage or deterioration will affect the use efficiency.
Finally, during the experimental operation, the monitoring of the reaction process cannot be ignored. TLC, liquid chromatography and other means can be used to track the reaction progress in real time and adjust the reaction conditions in time to achieve the best reaction effect.