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What is the chemical structure of S- (-) -1,2,3,4-tetrahydroquinoline-3-carboxylic acid?
S- (−) -1,2,3,4-tetrahydropyridine-3-carboxylic acid, which is one of the organic compounds. In its chemical structure, the pyridine ring is hydrogenated to form the tetrahydropyridine structure, which is the core part. At the 3rd position, there is a carboxyl group (− COOH), which gives the compound specific chemical activity and reaction characteristics.
And because of its S configuration, it indicates that the molecular structure of the compound has chiral characteristics. Chirality is extremely critical in many chemical and biological processes. Compounds with different chiral configurations may have significant differences in biological activity, pharmacological properties and chemical reaction performance.
In the field of organic synthesis, this compound may be an important intermediate. Due to its combination of nitrogen-containing heterocyclic structure and carboxyl functional group, many compounds with different functions and uses can be derived through various chemical reactions, such as esterification and amidation of carboxyl groups, nucleophilic substitution of pyridine rings, oxidation, etc. In the field of pharmaceutical chemistry, such compounds with nitrogen-containing heterocyclic and carboxyl structures often exhibit various biological activities, or can be used as lead compounds, and can be developed into new drugs with specific pharmacological activities after structural modification and optimization.
What are the physical properties of S- (-) -1,2,3,4-tetrahydroquinoline-3-carboxylic acid?
S- (−) -1,2,3,4-tetrahydropyridine-3-carboxylic acid, which has the following physical properties:
Its appearance is usually white to off-white crystalline powder, which is relatively stable at room temperature and pressure. The melting point is within a certain range, and the specific value varies slightly due to factors such as purity. It is roughly within a specific range. The melting point characteristics can be used for preliminary identification and purity judgment.
In terms of solubility, it has a certain solubility in water and can partially dissolve to form a clear or slightly cloudy solution, which is related to the polar groups contained in its molecular structure. Carboxyl groups and water can form hydrogen bonds. It has good solubility in common organic solvents such as ethanol and methanol, and can be miscible with these organic solvents in a certain proportion. This property has important applications in the separation and purification steps of organic synthesis, and can be used for product separation and purification according to the difference in solubility.
In addition, it has a certain degree of hygroscopicity. If left in a humid environment for a period of time, it will absorb moisture in the air, causing its own weight to increase and its properties to change. Therefore, it is necessary to pay attention to maintaining a dry environment when storing. It is usually recommended to seal and store in a dry and cool place to maintain its chemical stability and physical properties. In practical application scenarios, such as the field of pharmaceutical synthesis intermediates, these physical properties play a key role in the control of reaction conditions, the acquisition and preservation of products, and profoundly affect the entire production process and product quality.
What are the main uses of S- (-) -1,2,3,4-tetrahydroquinoline-3-carboxylic acid?
S- (-) -1,2,3,4-tetrahydropyridine-3-carboxylic acid, this compound is mainly used in the field of medicinal chemistry.
It is often used as a key intermediate in the synthesis of drugs. Because of its unique structure, it has a chiral center and specific functional groups, and can build complex and biologically active molecular structures through various chemical reactions.
In the development of neurological drugs, it may participate in the construction of active ingredients that act on the nervous system. Because its structure can conform to targets such as neurotransmitter receptors, and if appropriately modified, it may affect neural signaling, it is expected to be used in the treatment of neurological diseases, such as Parkinson's disease, Alzheimer's disease, etc. The pathogenesis of such diseases is complex, and the structural properties of the compound may open up new avenues for drug design.
It also has potential value in the exploration of anti-tumor drugs. By structural modification of it, access to specific groups, or it can bind to specific proteins, enzymes and other targets in tumor cells, interfering with tumor cell proliferation, migration and other processes, adding a new direction for the development of anti-tumor drugs.
In addition, in the field of chiral synthesis of pharmaceutical chemistry, its chiral properties have attracted great attention. Different configurations of chiral drugs may have significant differences in biological activity and metabolic processes. As a chiral raw material, the compound can be synthesized by asymmetric synthesis to prepare high-purity single chiral drugs, improve drug efficacy and reduce adverse reactions, which is of great significance for modern drug research and development.
What are the synthesis methods of S- (-) -1,2,3,4-tetrahydroquinoline-3-carboxylic acid?
S -( - )- 1,2,3,4-tetrahydrofuran-3-carboxylic acid is an important chiral intermediate, and there are many synthesis methods. The following are common categories:
###Synthesis of
1 with chiral source as starting material. ** Natural chiral alcohol Starting **: Choose a natural chiral alcohol such as L-menthol, which is easy to obtain, first react with halogenated acetyl halides to obtain esters, and then go through cyclization, hydrolysis and other steps. For example, L-menthol reacts with chloroacetyl chloride to generate corresponding esters, cyclization under the action of alkali, and subsequent hydrolysis can obtain the target product. The starting material of this path is naturally easy to obtain, the reaction conditions are relatively mild, and the chiral purity is easy to guarantee. However, the starting material price may be higher, and the total yield is limited due to more steps.
2. ** Starting from carbohydrate derivatives **: Glucose and other sugars contain multiple chiral centers and reactive activity check points. Using glucose as raw material, the target product can be synthesized after protection, selective functionalization, cyclization and deprotection. For example, the glucose hydroxyl group is first protected, and then a suitable functional group is introduced, and the tetrahydrofuran ring is formed by cyclization, and finally the target is deprotected. This method is easy to control the chiral centers, but the carbohydrate derivatization steps are cumbersome and the reaction conditions are required to be accurate.
###Asymmetric catalytic synthesis
1. ** Metal-catalyzed asymmetric cyclization **: Metal complexes are used as catalysts to asymmetric cyclization of functional substrates containing alkenyl groups, hydroxyl groups, etc. For example, chiral phosphine ligands are used to form complexes with metal rhodium to catalyze the cyclization of allyl alcohol derivatives, which can efficiently synthesize the target product. Metal catalysis has high activity and good selectivity, and can achieve atomic economic reactions. However, metal catalysts are expensive, some metals are toxic, and separation and recovery are complicated.
2. ** Enzyme-catalyzed asymmetric synthesis **: Lipases and other enzymes have high stereoselectivity. In a suitable reaction system, enzymes catalyze the reaction of specific substrates to synthesize the target product. For example, in organic solvents, lipase catalyzes the esterification of chiral alcohols and carboxy Enzyme catalysis conditions are mild, environmentally friendly, and highly selective. However, enzyme stability is poor, sensitive to reaction conditions, and the scope of application of substrates is limited.
###Chiral auxiliaries induce synthesis
1. ** Chiral oxazolinone auxiliaries **: Chiral oxazolinone reacts with a suitable substrate to form an intermediate with a specific spatial structure, and then cyclizes and removes the auxiliaries to obtain the target product. For example, chiral oxazolinone reacts with acrylate, and cyclizes, hydrolyzes, and removes the auxiliaries to obtain the target carboxylic acid. Chiral auxiliaries have good induction effect and milder reaction conditions. However, additional steps are required to introduce and remove the auxiliaries, and the atomic economy is poor.
What is the price range of S- (-) -1,2,3,4-tetrahydroquinoline-3-carboxylic acid in the market?
The market price of S -( - )- 1,2,3,4-tetrahydropyridine-3-carboxylic acid varies from [X1] yuan to [X2] yuan per kilogram according to current market conditions. Changes in this price are often due to supply and demand conditions, differences in manufacturing techniques, the superiority of quality products, and market trends.
If supply exceeds demand, the price may decline; if demand exceeds supply, especially when demand is urgent and supply is tight, the price may rise. The refinement of the manufacturing process can reduce the cost, and the price may also decrease; however, if the manufacturing process is complicated and difficult, and the cost increases, the price may rise. The best of the quality goods, the price is always high; the second, the price is inferior. And the movement of the market, such as the guidance of politics and the intensity of competition, are all involved in the price.
When a merchant sells this product, he must carefully observe the market conditions, measure the changes in supply and demand, balance the quality of the product, and know the state of craftsmanship, so that he can get the right price and seek the profit of the business.