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What is the chemical structure of N-tert-Butoxycarbonyl-1, 2, 3, 6-tetrahydropyridine?
The analysis of the chemical structure of N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine is also related to the category of organic chemistry. The structure of this compound is composed of several parts ingeniously combined.
If it contains tert-butoxycarbonyl and tert-butoxycarbonyl, tert-butoxycarbonyl is connected to oxygen with tert-butyl (-C (CH < Br >) and then connected to carbonyl (-C = O), that is, -OC (= O) C (CH < Br >). This group is often used as a protective group for amino groups in organic synthesis. It can be introduced and removed under suitable conditions and plays an important role in many reactions.
Furthermore, the 1,2,3,6-tetrahydropyridine part, the pyridine ring is originally a six-membered nitrogen-containing heterocycle, which is aromatic. However, the 1,2,3,6 positions of the pyridine ring in this compound are hydrogenated, causing its aromaticity to disappear, forming an unsaturated six-membered ring structure with unique reactivity. The nitrogen atom is in the ring and has a lone pair of electrons, giving the ring certain alkalinity and nucleophilicity.
These two are connected to form the overall structure of N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine. Its structure determines the physical and chemical properties of this compound. In the field of organic synthesis, it is often an important intermediate for the preparation of complex nitrogen-containing compounds. By operating its reaction check point, a variety of organic molecular frameworks can be constructed.
What are the main uses of N-tert-Butoxycarbonyl-1, 2, 3, 6-tetrahydropyridine?
N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine is widely used in the field of organic synthesis.
First, it is often used as a key intermediate in drug synthesis. Due to the structure of tetrahydropyridine, it has unique chemical activity, and tert-butoxycarbonyl can protect the amino group from improper action during the reaction. In this way, it can accurately guide the reaction direction and build a complex drug molecular structure. For example, in the synthesis of specific anti-cancer drugs, this compound may participate in key steps to help form the effective structure of the target drug.
Second, it is also useful in the field of materials science. It can be introduced into polymer materials through chemical reactions. Due to the structural characteristics of tert-butoxycarbonyl and tetrahydropyridine, the material may be endowed with special physical and chemical properties, such as improved solubility and thermal stability of the material, and even affect the hydrophilic and hydrophobic properties of the material surface, thereby broadening the application scope of the material.
Furthermore, in the total synthesis of natural products, this compound also occupies an important position. Many natural products contain similar structural fragments. N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine can be used as a starting material or an important intermediate. After multiple delicate reactions, the complex structure of natural products can be reproduced, which is helpful for in-depth study of the biological activities and pharmacological effects of natural products.
What are the synthesis methods of N-tert-Butoxycarbonyl-1, 2, 3, 6-tetrahydropyridine?
To prepare N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine, there are three methods. First, 1, 2, 3, 6-tetrahydropyridine is used as the starting material to react with the tert-butoxycarbonylation reagent under suitable conditions. Among them, the common tert-butoxycarbonylation reagents are di-tert-butyl dicarbonate (Boc 2O O). In suitable solvents, such as dichloromethane, tetrahydrofuran, etc., under the catalysis of bases, the two can form bonds, and bases can be selected from triethylamine, pyridine and the like. During the reaction, the temperature should be controlled between low temperature and room temperature, depending on the specific situation. In this process, the solvent needs to be anhydrous and oxygen-free to avoid side reactions. < Br >
Second, starting with compounds containing compounds that can be converted into 1,2,3,6-tetrahydropyridine structures, tetrahydropyridine rings are first constructed through a series of reactions, and then tert-butoxycarbonyl is introduced. For example, select unsaturated amines or alkenyl amines with suitable substituents, and then cyclize to obtain 1,2,3,6-tetrahydropyridine derivatives. Then tert-butoxycarbonyl is introduced according to the above method of reacting with tert-butoxycarbonylation reagents. This path step is slightly complicated, but the synthesis strategy can be flexibly adjusted according to the structural characteristics of the raw material and the target.
Third, the method of transition metal catalysis is used. The N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine structure is constructed by co-reaction of a substrate containing alkenyl and nitrogen atoms with tert-butoxycarbonylation reagents under the catalysis of transition metal catalysts such as palladium and rhodium. Such methods often require specific ligands to increase catalyst activity and selectivity, and the reaction conditions also need to be finely regulated, such as temperature, reaction time, and catalyst and ligand dosage. However, its advantage is that it can realize some reaction pathways that are difficult to reach by traditional methods, providing a new way for synthesis.
What are the physical properties of N-tert-Butoxycarbonyl-1, 2, 3, 6-tetrahydropyridine?
N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine is an important compound in organic chemistry. Its physical properties are quite characteristic, which is related to its performance in various chemical reactions and practical applications.
First of all, its appearance is usually colorless to light yellow liquid, clear and with a certain fluidity. This appearance characteristic makes it visually easy to identify, and its physical state can be intuitively displayed in many chemical operations.
As for its boiling point, it is in a certain temperature range, which is very critical in the process of separation and purification. By means of distillation and other means, according to its boiling point, it can be effectively separated from the mixture to ensure its purity, so as to meet the needs of different chemical experiments or industrial production.
Furthermore, its melting point is also a specific value. The determination of the melting point can assist in determining the purity of the compound. If there are few impurities, the melting point is relatively constant and close to the theoretical value; if there are many impurities, the melting point may be deviated, which is one of the important indicators for quality control.
In addition, the density of the compound cannot be ignored. Density reflects the mass per unit volume. When measuring and mixing operations, accurate knowledge of the density can ensure the accurate proportion of each reactant, which in turn affects the process of chemical reactions and the yield of products.
In terms of solubility, N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine exhibits good solubility in specific organic solvents, such as some common organic solvents. This property allows it to participate in various chemical reactions in the corresponding solution system, providing a suitable reaction environment for organic synthesis.
All these physical properties are interrelated and affect each other, which together constitute the unique physical properties of this compound and play a pivotal role in the research and production practice of organic chemistry.
N-tert-Butoxycarbonyl-1, 2, 3, 6-tetrahydropyridine What are the precautions during storage and transportation?
N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine is an important intermediate commonly used in organic synthesis. During storage and transportation, many matters need to be paid attention to.
First storage, this compound should be stored in a cool, dry and well-ventilated place. Because it is more sensitive to heat and easy to decompose and deteriorate at high temperature, it must be kept away from heat sources and open flames. If placed in a humid environment, it may react with water vapor, resulting in reduced purity, so humidity control is also crucial. And should be stored separately from oxidants, acids, bases and other substances to prevent mutual reaction.
As for transportation, be sure to ensure that the packaging is complete and well sealed. During transportation, it is necessary to avoid severe vibration, impact and friction to prevent package damage. Because of its certain chemical activity, the transportation temperature also needs to be carefully controlled, generally maintained in the normal temperature range, but not close to high temperature sources. At the same time, the transportation vehicle should be equipped with corresponding fire and leakage emergency treatment equipment, just in case. When handling, operators need to be careful, wear appropriate protective equipment, and avoid direct contact to ensure safety. In this way, the quality of N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine during storage and transportation is not damaged, and it is safe and secure.