N-(tert-butoxycarbonyl)-3-iodo-d-alanine Methyl Ester

Alas! Now we have asked about the chemical structure of N- (tert - butoxycarbonyl) -3 - iodo - D - alanine Methyl Ester. This is the category of organic chemistry, and its structure can be studied in detail as follows.
The first concept of "N- (tert - butoxycarbonyl) " refers to the connection of a nitrogen atom to a tert-butoxycarbonyl. The structure of tert-butoxycarbonyl is to connect an oxygen atom with a carbonyl group (C = O), which in turn is connected to tert-butyl. Tert-butyl is a special alkyl group formed by connecting three methyl groups with a carbon atom, which is like a branched chain.
Look at "3-iodo-D-alanine" again, where "D-alanine" is D-alanine, and its basic structure is that an amino group (-NH ²) and a carboxyl group (-COOH) are connected to the same carbon atom, which in turn is connected to a methyl group (-CH 🥰), and the configuration is D-type. And "3-iodo" means that an iodine atom is connected to the β position of the carbon atom connected to the carboxyl group in the alanine structure (that is, the carbon atom adjacent to the α-carbon atom).
Finally, "Methyl Ester" indicates that the carboxyl group is esterified with methanol to form a methyl ester group, that is, the hydroxyl group (-OH) in the carboxyl group is replaced by a methoxy group (-OCH).
In summary, the chemical structure of N- (tert - butoxycarbonyl) -3 - iodo - D - alanine Methyl Ester is a nitrogen atom with tert-butoxycarbonyl, an iodine atom at the alanine β position, and the carboxyl group forms a methyl ester group.

N- (tert-butoxycarbonyl) -3 -iodine-D-alanine methyl ester is a crucial compound in the field of organic synthesis. Its uses are quite extensive and cover many fields.
In the field of medicinal chemistry, this compound is often used as a key intermediate. In the process of drug development, molecules with specific structures and activities need to be constructed. The iodine atom and tert-butoxycarbonyl of N- (tert-butoxycarbonyl) -3 -iodine-D-alanine methyl ester are both modifiable check points. Iodine atoms can participate in coupling reactions, such as palladium-catalyzed cross-coupling reactions, to introduce various functional groups or carbon chains to build complex drug molecular frameworks. Tert-butoxycarbonyl can protect the amino group, and when the reaction proceeds to a specific stage, it can be selectively removed to precisely regulate the reaction process and product structure, and help to synthesize drugs with novel structures and excellent activities.
In the field of peptide synthesis, it is also indispensable. Peptide synthesis often follows a specific order to connect amino acid units. As an amino acid derivative containing a protective group, this compound can be sequentially integrated into the polypeptide chain. Tert-butoxycarbonyl protects the amino group from unprovoked reaction during the reaction process, ensures the planned condensation of the carboxyl group and the amino groups of other amino acids, ensures the accuracy and controllability of peptide synthesis, and helps to prepare high-purity peptide products, such as therapeutic peptide drugs, diagnostic peptide reagents, etc.
It is also useful in the synthesis of organic materials. Its structural units can be introduced into the main chain or side chain of polymer materials through a specific reaction path. The interaction between iodine atoms and other functional groups may endow materials with unique photoelectric properties, such as for the synthesis of organic semiconductor materials with specific light absorption or charge transport properties, and play a role in organic optoelectronic devices, such as organic Light Emitting Diodes, solar cells, etc., providing new ways for the optimization and innovation of material properties.

To prepare N - (tert-butoxycarbonyl) -3 -iodine-D-alanine methyl ester, the method is as follows:
First take D-alanine methyl ester hydrochloride and place it in a suitable reaction vessel. Dissolve in a suitable organic solvent, such as dichloromethane, and slowly add triethylamine at a low temperature, usually around 0 ° C. This is an acid binding agent, which can be combined with the acid generated by the subsequent reaction to shift the reaction equilibrium to the right. The amount of triethylamine should be calculated accurately according to the amount of D-alanine methyl ester hydrochloride. Generally, a slight excess can ensure the complete reaction.
When the triethylamine is added dropwise, continue to stir for a while to allow it to be fully mixed. Then, tert-butoxycarbonyl anhydride (Boc 2O O) is diluted with an appropriate amount of organic solvent and slowly dripped into the reaction system. Tert-butoxycarbonyl anhydride can provide tert-butoxycarbonyl, which reacts with the amino group of D-alanine methyl ester to form N - (tert-butoxycarbonyl) -D -alanine methyl ester intermediate. The reaction process needs to be closely monitored, and the reaction process can be tracked by thin-layer chromatography (TLC). When the raw material point has basically disappeared, the reaction has reached the expected level.
Then, the reaction solution is subjected to conventional post-treatment. Wash with an appropriate amount of water first to remove unreacted water-soluble impurities such as triethylamine hydrochloride. The organic phase is separated and dried with a desiccant such as anhydrous sodium sulfate to remove moisture from the organic phase. After filtering to remove the desiccant, the organic solvent is removed by reduced pressure distillation to obtain N- (tert-butoxycarbonyl) -D-alanine methyl ester crude product. It can be further purified by column chromatography to obtain a pure intermediate.
Then the intermediate is dissolved in a suitable organic solvent, such as acetonitrile. At low temperature, add an iodine source, such as N-iodosuccinimide (NIS), and add an appropriate amount of initiator, such as azobisisobutyronitrile (AIBN). Under the action of the initiator, the iodine source undergoes a substitution reaction with the appropriate check point in the alanine structure of the intermediate, and iodine atoms are introduced to form the target product N- (tert-butoxycarbonyl) -3 -iodine-D -alanine methyl ester. The reaction process is still monitored by TLC.
After the reaction is completed, the post-treatment is carried out again. Wash with a dilute alkali solution to remove the unreacted iodine source and by-products, and then wash with water until neutral. The organic phase is dried, filtered, and distilled under reduced pressure to obtain a crude product. Finally, N - (tert-butoxycarbonyl) -3 -iodine-D -alanine methyl ester was purified by recrystallization or column chromatography.

N- (tert-butoxycarbonyl) -3-iodine-D-alanine methyl ester, this is an organic compound. Its physicochemical properties are quite important, and it is related to many chemical processes and applications.
Looking at its physical properties, at room temperature and pressure, it is either a solid or a liquid, which is determined by the intermolecular forces. If the intermolecular forces are strong, such as hydrogen bonds, van der Waals forces, etc., it is mostly in a solid state; conversely, if the forces are weak, it is easy to be a liquid. Its melting point and boiling point are also key properties. The melting point may vary depending on the compactness of the molecular structure. The structure is regular and the interaction is strong, and the melting point is high. The boiling point is also affected by the intermolecular force and molecular weight. The larger the molecular weight and the stronger the force, the higher the boiling point.
When it comes to chemical properties, the iodine atom in this compound is extremely active. The iodine atom has strong electronegativity, which makes the carbon-iodine bond in which it is located easy to break, thus exhibiting good nucleophilic substitution reaction activity. It can react with many nucleophilic reagents, such as alcohols and amines, to form new carbon-oxygen bonds or carbon-nitrogen bonds, which are often used in organic synthesis to construct complex molecular structures. At the same time, tert-butoxycarbonyl (Boc) also has unique properties. It is sensitive to acids and is prone to deprotection reactions under acidic conditions, releasing free amino groups. This property is widely used in peptide synthesis and other fields, which is convenient for selective protection and deprotection of amino groups to precisely control the reaction process and product structure. The methyl ester part can also participate in reactions such as hydrolysis. Under basic conditions, methyl esters can be hydrolyzed to form corresponding carboxylic acids and methanol. This reaction is an important means of functional group conversion in organic synthesis.

N- (tert-butoxycarbonyl) -3-iodine-D-alanine methyl ester, this is an organic compound. During storage and transportation, many matters need to be paid attention to.
Bear the brunt, temperature control is essential. Due to its nature or temperature, it should be stored in a cool place away from heat sources and direct sunlight. Extreme heat can easily cause it to decompose or deteriorate. For example, under high temperature, tert-butoxycarbonyl may undergo a deprotection reaction, which can change the structure of the compound and reduce its purity and stability.
Furthermore, humidity should not be underestimated. Humid environment may cause it to absorb moisture, which in turn triggers adverse reactions such as hydrolysis. In particular, the compound contains an ester group, which is easier to hydrolyze in the presence of water, destroying the molecular structure and affecting the quality. Therefore, it should be stored in a dry place or maintained in a dry environment with a desiccant.
In addition, this compound has a certain chemical activity and needs to avoid contact with specific substances. Like strong oxidants, strong acids, strong bases, etc., may react violently with it. Take strong bases as an example, or cause ester saponification, or remove amino groups to protect and change their chemical properties. When storing and transporting, be sure to keep away from such substances, and the packaging should be well sealed to prevent leakage and contact.
The choice of packaging material should not be ignored. It should be selected that can resist the influence of the external environment and ensure its stability. For example, when using glass bottles, it is necessary to prevent collision and rupture; if using plastic packaging, it is necessary to consider the compatibility of plastics and compounds to avoid interaction.
During handling, the operator must handle it with care to avoid severe vibration and impact to prevent package damage and compound leakage, and should take personal protection, such as wearing gloves, goggles, etc., because the compound may be potentially harmful to the human body.