2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-4-carboxylic acid

This is the chemical structure of 2- [ (tert-butoxycarbonyl) amino] -1,3-thiazole-4-carboxylic acid. Among its structures, the thiazole ring is the core structure. The thiazole ring is composed of a nitrogen atom and a sulfur atom coexisting in a five-membered heterocycle, which has special stability and reactivity. At the fourth position of the thiazole ring, there is a carboxyl group (-COOH), which is acidic and can participate in many chemical reactions, such as salt formation reactions, esterification reactions, etc. Such reactions are crucial in the fields of organic synthesis and medicinal chemistry. In the second position of the thiazole ring, it is connected with [ (tert-butoxycarbonyl) amino]. Tert-butoxycarbonyl (Boc) is a common amino protecting group, which protects the amino group and avoids unnecessary reactions under specific reaction conditions. After the reaction is completed, it can be removed under suitable conditions to restore the activity of the amino group. The delicate combination of the structure of this compound gives it unique application potential in organic synthesis, drug development and other fields, and can be used as an important intermediate for the preparation of a variety of bioactive compounds.

2-% 5B% 28tert - butoxycarbonyl%29amino%5D - 1,3 - thiazole - 4 - carboxylic acid, Chinese name or 2 - [ (tert-butoxycarbonyl) amino] -1,3 - thiazole - 4 - carboxylic acid. This substance has a wide range of uses and is a key organic synthesis intermediate in the field of medical chemistry.
First, in drug development, it can be introduced into the molecular structure of drugs through specific chemical reactions. With its unique chemical properties, it may improve drug stability, improve pharmacokinetic properties, or even endow drugs with new biological activities. For example, in the creation of some antibacterial drugs, the introduction of this structure may optimize the ability of the drug to bind to bacterial targets and enhance the antibacterial efficacy.
Second, in the field of organic synthesis chemistry, its thiazole ring and amino, carboxyl and other functional groups can participate in multiple organic reactions, such as amidation reaction, cyclization reaction, etc., to help build complex organic compounds, laying an important foundation for the synthesis of new materials and the total synthesis of natural products. For example, when synthesizing materials with special photoelectric properties, using this as the starting material, through a series of reactions, may be able to create photoelectric materials with excellent performance.
Third, in the design of bioactive molecules, as a key structural unit, it can simulate specific active molecular fragments in vivo, used to explore biochemical reaction mechanisms in vivo, and help develop innovative drugs for specific disease targets. For example, in the research of anti-tumor drugs, after rational design and modification, it may be able to precisely act on specific targets of tumor cells and inhibit tumor cell proliferation.

The synthesis of 2 - [ (tert-butoxycarbonyl) amino] -1,3-thiazole-4-carboxylic acids has many different methods, and the number is different.
First, it can be started from suitable thiazole derivatives. First, take a thiazole substrate containing modifiable groups and react with a tert-butoxycarbonylation agent, such as di-tert-butyl pyrocarbonate (Boc -2 O), under suitable conditions. This reaction usually requires organic solvents such as dichloromethane or tetrahydrofuran, and is often catalyzed by organic bases such as triethylamine or N, N-diisopropyl ethylamine. The action of the base is to activate the amino group of the substrate, making it easier to undergo nucleophilic substitution with Boc 2O O to form 2- [ (tert-butoxycarbonyl) amino] -thiazole intermediates.
Then, carboxylation is carried out at the corresponding position on the thiazole ring. Halogenation reagents can be used to halogenate the thiazole ring at a specific position, and then through metal-catalyzed carboxylation reactions, such as with carbon dioxide in the presence of metal catalysts and ligands such as palladium or nickel, under appropriate solvent, temperature and pressure conditions, a carboxyl group is introduced to obtain the target product 2 - [ (tert-butoxycarbonyl) amino] -1,3 -thiazole-4 -carboxylic acid.
Second, amino acid derivatives can also be used as starting materials. Select a cysteine derivative with a suitable protective group and construct a thiazole ring through cyclization reaction. First, the cysteine derivative and the carbonyl compound are condensed and cyclized under the catalysis of acid or base to form a thiazole ring structure. Then the amino group is protected by tert-butoxycarbonyl with Boc 2O O, and then the carboxyl group is introduced at the 4-position of the thiazole ring through a specific oxidation or substitution step. In this process, the reaction conditions at each step need to be carefully regulated, such as the temperature and time of the cyclization reaction, as well as the amount of reagents and the reaction environment for the oxidation or substitution reaction, etc., to ensure the selectivity and yield of the reaction, and finally obtain 2- [ (tert-butoxycarbonyl) amino] -1,3-thiazole-4-carboxylic acid.

2-% 5B% 28tert - butoxycarbonyl%29amino%5D - 1,3 - thiazole - 4 - carboxylic acid, this is an organic compound. Its physical and chemical properties are unique, let me explain in detail.
Looking at its properties, under normal temperature, it is mostly in a solid state. Due to the intermolecular force, the molecules are arranged in an orderly manner under normal temperature conditions, forming a stable solid structure.
When it comes to solubility, this compound exhibits certain solubility in organic solvents. The polarity of organic solvents and the molecular structure interact with the compound to make it soluble. For example, in organic solvents such as dichloromethane and N, N-dimethylformamide, it has good solubility. This is because the molecules of these solvents and the molecules of the compound can form interactions such as van der Waals forces, hydrogen bonds, etc., which help them disperse in the solvent system.
However, in water, its solubility is not good. Water is a strong polar solvent, and although there are polar groups such as carboxyl groups in the molecular structure of the compound, the overall hydrophobic parts, such as tert-butoxycarbonyl and thiazole rings, affect its interaction with water molecules, making it difficult to dissolve in water.
In addition, its melting point, due to the precise melting point value, needs to be accurately determined experimentally. However, roughly speaking, from the properties of its molecular structure and similar compounds, its melting point is inferred within a certain range. Intermolecular forces, such as hydrogen bonds, van der Waals forces, etc., maintain the relative positions of molecules. When the external temperature rises and provides enough energy to overcome these forces, the compound will transform from a solid state to a liquid state, and this transition temperature is the melting point.
As for chemical properties, the carboxyl group in its molecular structure is acidic. It can neutralize with bases to form corresponding carboxylates. If it reacts with sodium hydroxide, the hydrogen atom of the carboxyl group is replaced by sodium ions to form a stable sodium carboxylate salt, and water is formed at the same time.
And the amino group is protected by the tert-butoxycarbonyl group. This protection can occur under specific conditions. For example, in acidic conditions, the tert-butoxycarbonyl can leave, leaving the amino group exposed, and then participating in subsequent chemical reactions, such as condensation with other compounds containing carboxyl groups, aldehyde groups, etc., exhibiting rich chemical activity and having important application value in the field of organic synthesis.

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