What are the main uses of N, N '-Bis (Tert-Butoxycarbonyl) Guanidine?
N, N '-bis (tert-butoxycarbonyl) guanidine is also an important agent for synthesis. It has many functions in the field of organic synthesis.
First, it is very helpful for the synthesis of peptides. The preparation of peptides requires protection of the amino group to prevent it from participating in the reaction without reason and causing the reaction to proceed in an unfavorable direction. N, N' -bis (t-butoxycarbonyl) guanidine can mask the amino group, and after the reaction is completed, it can be deprotected by a suitable method to obtain a pure peptide product. In this way, the accuracy and yield of peptide synthesis can be improved.
Second, it also plays a pivotal role in the field of medicinal chemistry. In the process of new drug development, the design and synthesis of many drug molecules rely on it. It can modify the structure of drug molecules, increase their stability, or change their solubility, optimize the pharmacokinetic properties of drugs, and make the drug efficacy better.
Third, it also has applications in materials science. For example, when preparing special polymer materials, it can be used as a monomer or reaction intermediate. After ingeniously designing the reaction, it can be polymerized with other monomers, giving the material special physical and chemical properties to meet the needs of different scenarios.
Furthermore, in catalytic reactions, it can be used as a ligand or a base catalyst. Its unique structure can coordinate with metal ions to form an active catalytic center and accelerate the progress of specific reactions. Or in some acid-base catalyzed reactions, play the role of bases to promote the smooth progress of the reaction. In short, N, N '-bis (tert-butoxycarbonyl) guanidine has shown important value in various fields due to its diverse functions, providing a powerful tool for chemical research and industrial production.
What are the synthesis methods of N, N '-Bis (Tert-Butoxycarbonyl) Guanidine
The synthesis of N, N '-bis (tert-butoxycarbonyl) guanidine has many ways in today's chemical technology. One method can start from guanidine and interact with the tert-butoxycarbonylation reagent. Usually, tert-butyl dicarbonate (Boc -2 O) is the source of tert-butoxycarbonyl, and under appropriate reaction conditions, the nitrogen atom in guanidine undergoes nucleophilic substitution reaction with Boc -2 O. This reaction often needs to be carried out in an alkaline environment, such as the selection of triethylamine, N, N-diisopropylethylamine and other organic bases to promote the smooth occurrence of the reaction. The base can first interact with Boc 2O O to form an active intermediate, and then the nitrogen atom of guanidine attacks it to achieve the synthesis of N, N '-bis (tert-butoxycarbonyl) guanidine.
Another method can be started from compounds containing guanidine groups, and the introduction strategy of protective groups can be used. If the basic structural unit of guanidine already exists in the substrate molecule, the target product can be obtained by gradually introducing the tert-butoxycarbonyl protective group. This process also requires precise control of the reaction conditions to prevent overreaction or side reactions. The choice of reaction solvent is very critical. Common organic solvents such as dichloromethane and tetrahydrofuran are often used in such reaction systems because of their good solubility and reaction inertness. The reaction temperature and time also need to be properly regulated. Generally speaking, the reaction at low temperature or room temperature can avoid abnormal decomposition of protective groups or other unnecessary side reactions. After several hours to tens of hours of reaction process, thin-layer chromatography (TLC) can be used to monitor the completion of the reaction, and the reaction can be stopped in a timely manner. After subsequent separation and purification steps, such as column chromatography, a pure N, N '-bis (tert-butoxycarbonyl) guanidine product can be obtained.
What are the physical properties of N, N '-Bis (Tert-Butoxycarbonyl) Guanidine
N, N '-bis (tert-butoxycarbonyl) guanidine is an important compound in organic chemistry. Its physical properties are unique and are described in detail by you.
First of all, its appearance is mostly white crystalline powder under normal conditions. This shape is unique among all compounds. It is clear in appearance and delicate in texture. It is like the first snow in the mountains, pure and uniform.
When it comes to the melting point, the melting point of this substance is quite high, about 130-134 ° C. Such a melting point allows the compound to maintain a stable solid state at ordinary temperatures. If it is to melt into a liquid state, a specific heat needs to be applied. Although the number of boiling points has not been widely confirmed, it can be known that its boiling point is not low when compared with similar substances based on its chemical structure. This is because of the intermolecular force. To make it boil and vaporize requires a huge amount of energy.
In terms of solubility, N, N '-bis (tert-butoxycarbonyl) guanidine exhibits specific properties in organic solvents. It is soluble in halogenated hydrocarbon solvents such as dichloromethane and chloroform. This is because the molecular structure of the compound and the polar adaptation of halogenated hydrocarbons can form a moderate interaction between the two, so it is soluble. In common alcoholic solvents such as methanol and ethanol, its solubility is slightly inferior, and it is not completely insoluble, only the degree of solubility is limited. As for water, its molecular polarity is different from that of water, and it contains hydrophobic tert-butyl, so the solubility is extremely low, just like oil floating in water, and it is difficult to blend.
Furthermore, the density of the compound is moderate. Although the exact value is rarely seen in the literature, according to its chemical composition, it can be known that its density is slightly larger than that of water, and it will sink to the bottom when placed in water. And its stability is good. It is not prone to spontaneous chemical reactions at room temperature and pressure under normal conditions, and its structure is stable. It is like a mountain ancient temple, which is immobile after wind and rain. This property makes it more convenient and safe for many chemical operations and storage processes.
What are the chemical properties of N, N '-Bis (Tert-Butoxycarbonyl) Guanidine
N ', N' -bis (tert-butoxycarbonyl) guanidine is an important intermediate in organic synthesis. Its properties are many wonders.
Looking at its physical properties, under normal conditions, it is mostly white to off-white solids, like powder or crystals, which are quite stable in the air. However, it needs to be properly stored to avoid moisture and moisture to prevent qualitative changes.
When it comes to chemical properties, it contains tert-butoxycarbonyl and guanidine, and its activity is extraordinary. Tert-butoxycarbonyl has the ability to protect amino groups. In many reactions, it can protect amino groups from unprovoked changes, and can be easily removed when needed. Reactivity. The guanidine base is quite strong, and it can blend with acids under suitable conditions to form salts. Due to its special structure, it can participate in many reactions such as nucleophilic substitution and condensation, and is widely used in drug synthesis, polypeptide preparation and other fields.
This substance has good solubility in organic solvents, such as dichloromethane, N, N-dimethylformamide, etc. This property helps it to disperse uniformly in the organic synthesis reaction system, fully contact with various reactants, and promote the smooth progress of the reaction. And under mild reaction conditions, it can exhibit good reactivity and selectivity, providing convenience for the synthesis of compounds with specific structures.
What are the precautions for N, N '-Bis (Tert-Butoxycarbonyl) Guanidine in storage and transportation?
N, N '-bis (tert-butoxycarbonyl) guanidine, when storing and transporting, be sure to pay attention to many matters. The impact of this substance on the environment should not be underestimated. When storing, it should be in a dry, cool and well-ventilated place to avoid contact with water and moisture. If it encounters water, it may react, causing changes in properties and even damage its quality. And it is necessary to keep away from fire and heat sources to prevent the risk of accidents, because it may be flammable under certain conditions.
When transporting, you should also be cautious. The packaging must be tight to ensure that there is no leakage, so as to prevent pollution of the surrounding environment. During the handling process, the operator should handle it with care, and do not subject it to violent vibration or impact, which may endanger the safety of transportation due to severe external force or damage to the package.
Furthermore, this substance may be potentially harmful to the human body, so the storage and transportation places should be equipped with corresponding protective equipment and emergency treatment equipment. If there is an accidental leakage, it should be properly disposed of immediately according to the established procedures, and it must not be slack, so as not to cause a disaster. In short, when storing and transporting N, N '-bis (tert-butoxycarbonyl) guanidine, all details need to be carefully taken to ensure safety.