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What is the chemical structure of Methyl N- (tert-butoxycarbonyl) -3-iodo-D-alaninate?
This is an organic compound, its name is methyl-N- (tert-butoxycarbonyl) -3-iodine-D-alanine ester. Its chemical structure can be analyzed as follows:
molecule contains an alanine ester skeleton. Alanine is an amino acid, in this compound, the amino group of alanine is connected to tert-butoxycarbonyl (Boc). Tert-butoxycarbonyl, composed of tert-butyl (-C (CH
carboxyl group of alanine forms an ester bond with methanol, that is, -COOCH
. The formation of this ester group makes the compound exhibit different chemical properties and reactivity from carboxyl groups in a specific reaction environment.
Furthermore, the beta-carbon atom of alanine is connected with an iodine atom. The iodine atom has a large atomic radius and high electronegativity, which endows the position with unique electronic effects and spatial effects, which greatly affect the reactivity and selectivity of the compound. The presence of iodine atoms can be used as a good leaving group for nucleophilic substitution reactions, and can also participate in metal-catalyzed cross-coupling reactions, etc., providing various pathways for further derivatization of compounds.
The structural characteristics of this compound make it have important application value in organic synthesis, medicinal chemistry and other fields. It can be used as a key intermediate for constructing more complex organic molecular structures.
What are the main uses of Methyl N- (tert-butoxycarbonyl) -3-iodo-D-alaninate?
Methyl + N- (tert - butoxycarbonyl) - 3 - iodo - D - alaninate is an important compound in the field of organic synthesis. It has a wide range of uses and is often a key intermediate in the field of medicinal chemistry. Because it contains iodine and specific amino protecting groups, it can construct complex drug molecular structures through various organic reactions.
This compound plays an important role in the technology of peptide synthesis. N - (tert - butoxycarbonyl) group can effectively protect the amino group and prevent it from participating in the reaction for no reason during the reaction. It can be removed at the right time to ensure the accuracy and order of peptide synthesis. The 3-iodine substituent can participate in the coupling reaction, such as palladium-catalyzed cross-coupling, so that the molecule can be extended, the desired functional groups or structural fragments are introduced, and the diversity of the compound is expanded.
In addition, in the exploration of materials science, it may also have its uses. Because of its unique chemical structure, it may participate in the construction of polymer materials with special properties, giving materials special physical properties such as light and electricity. Through carefully designed reactions, using its iodine atom activity to react with other monomers or precursors, materials with novel structures and properties can be prepared to meet the needs of different application scenarios.
What is the synthesis method of Methyl N- (tert-butoxycarbonyl) -3-iodo-D-alaninate?
Methyl + N - (tert - butoxycarbonyl) - 3 - iodo - D - alaninate is an organic compound, and the synthesis method is described in detail as follows.
First take the appropriate starting material, usually D - alanine as the base. The amino group of D - alanine needs to be protected to prevent its unprovoked participation in subsequent reactions. This protection method is often achieved by introducing tert - butoxycarbonyl (ie Boc group). Take D - alanine, in a suitable reaction medium, and react with a tert - butoxycarbonylation reagent, such as di - tert - butyl dicarbonate (Boc 2O O). This reaction requires the participation of suitable bases, such as triethylamine, to promote the reaction. The base can be combined with the acid generated by the reaction to promote the reaction in a positive direction. After this step, N - (tert - butoxycarbonyl) -D - alanine can be obtained.
Then, the carboxyl group of the resulting product is methylated. In this step, N- (tert - butoxycarbonyl) -D - alanine can be mixed with methanol, and an appropriate amount of catalyst, such as concentrated sulfuric acid or p-toluenesulfonic acid, can be added. Under the condition of heating and refluxing, the carboxyl group is esterified with methanol to form Methyl N- (tert - butoxycarbonyl) -D - alaninate.
Finally, the α-carbon of the resulting product is iodized. This step usually requires specific iodizing reagents, such as N-iodosuccinimide (NIS). In suitable reaction solvents, such as dichloromethane, under mild reaction conditions, NIS can replace hydrogen on α-carbon to obtain the target product Methyl + N - (tert - butoxycarbonyl) - 3 - iodo - D - alaninate. The entire synthesis process requires attention to precise control of reaction conditions, such as temperature, reaction time, dosage of reagents, etc., to ensure the high efficiency of the reaction and the purity of the product.
What are the physical properties of Methyl N- (tert-butoxycarbonyl) -3-iodo-D-alaninate
Methyl N- (tert -butoxycarbonyl) -3-iodo-D-alaninate is an organic compound with unique physical properties. This compound may be in a solid state at room temperature, white to off-white crystalline powder, which is conducive to its storage and transportation.
The melting point is about [X] ° C. This property is crucial for identification and purity testing, because it changes from solid to liquid at a specific temperature, according to which the purity and identity of the substance can be determined.
In terms of solubility, it is slightly soluble in water, but its hydrophilicity is poor due to the hydrophobic tert-butyl and ester groups in the molecule. However, in common organic solvents, such as dichloromethane, chloroform, and tetrahydrofuran, the solubility is good. This property makes it convenient to choose a suitable reaction solvent during organic synthesis, so that the reaction can be carried out efficiently in a homogeneous system.
The compound has certain stability and can exist stably in normal temperature, pressure and dry environment. However, in case of strong acid, strong base or high temperature environment, it is prone to reaction and cause structural changes. In case of strong acid, tert-butoxycarbonyl may be removed; in case of strong base, ester group or hydrolysis.
In addition, its physical constants such as density and refractive index are also important properties. The density is about [X] g/cm ³, and the refractive index is about [X]. These data provide the basis for its identification and quality control. In the field of organic synthesis, understanding its physical properties is of great significance for designing synthetic routes, optimizing reaction conditions, and purifying products.
Methyl N- (tert-butoxycarbonyl) -3-iodo-D-alaninate in storage and transportation
Methyl-N- (tert-butoxycarbonyl) -3-iodine-D-alanine ester should be kept in mind during storage and transportation.
First, this substance is quite sensitive to light. Light can promote its chemical reaction, causing its chemical structure to be damaged and its quality to be damaged. Therefore, when storing, it should be placed in a dark place to avoid light. During transportation, it is also necessary to ensure that the packaging can effectively block light, such as using dark packaging materials or light shields.
Second, temperature is also a key factor. High temperature is easy to cause it to decompose or deteriorate, so it should be stored in a cool place, usually at a temperature not exceeding 25 ° C. When transporting, in case of high temperature season, take cooling measures, such as using refrigerated trucks or adding ice packs, etc., to prevent it from losing its effectiveness due to excessive temperature.
Third, humidity should not be underestimated. High humidity environment may cause it to absorb moisture, triggering deliquescence or hydrolysis reactions, affecting its purity and stability. Storage should be kept dry, and desiccants can be used to control humidity. Transportation packaging should also have moisture-proof properties, such as moisture-proof bags or moisture-proof cartons.
Fourth, this material has certain chemical activity and cannot be stored and transported with oxidizing or reducing substances. Because of its or violent reaction with such substances, it may cause safety risks. When storing and transporting, it is necessary to ensure that it is isolated from other chemicals, classified storage and transportation.
Fifth, the packaging must be firm. Methyl-N- (tert-butoxycarbonyl) -3-iodine-D-alanine esters may be toxic and corrosive. If the packaging is damaged or leaks, it will endanger people and the environment. Packaging materials should have good compression resistance and drop resistance, and be well sealed to prevent leakage.