(S)-3-Benzyloxycarbonyl-1,2,3,4-Tetrahydroisoquinolinium P-Toluenesulfonate

The chemical structure of (S) -3-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline p-toluenesulfonate is as follows.
In the structure of this compound, (S) indicates that it has a specific stereoconfiguration, which is the stereochemical identification of the chiral center. The 3-benzyloxycarbonyl moiety is connected by benzyl (C H CH ² -) to carbonyl (-C = O), and is connected to position 3 of the tetrahydroisoquinoline ring. Benzyloxycarbonyl is often used as a protective group to protect specific functional groups in organic synthesis.
1,2,3,4-tetrahydroisoquinoline, the core cyclic structure of this compound, is formed by fusing a benzene ring with a nitrogen-containing five-membered heterocyclic ring, and is saturated with hydrogen atoms at positions 1, 2, 3, and 4. This structure is common in many bioactive molecules and natural products.
The p-toluenesulfonate part is composed of p-toluenesulfonate (CH 🥰 C H SO 🥰). The p-toluenesulfonate often acts as a counterion and binds to the positively charged tetrahydroisoquinoline cation to maintain the electrical neutrality of the compound. This salt form is commonly found in organic compounds and can improve the solubility and stability of the compound in specific solvents.
In summary, the chemical structure of (S) -3-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline p-toluenesulfonate is composed of tetrahydroisoquinoline cation with a specific stereoconfiguration, which interacts with the p-toluenesulfonate anion. Each part has specific functions and significance in the fields of organic synthesis and medicinal chemistry.

(S) - 3-benzyloxycarbonyl - 1,2,3,4-tetrahydroisoquinoline p-toluenesulfonate, an organic compound. Its physical properties are crucial for applications in the field of chemistry.
Looking at its properties, it is mostly in a solid form at room temperature and pressure. This form is conducive to storage and transportation. In many chemical reactions, a stable solid state can be easily accessed, laying the foundation for the accuracy of experiments and production.
Melting point is also an important physical property. Although the exact melting point varies depending on the specific preparation and purity, the approximate range can provide guidelines for related operations. Knowing the melting point, in the process of heating, crystallization, etc., can effectively control the temperature, ensure that the material state changes as expected, and assist in separation and purification.
In terms of solubility, in organic solvents such as dichloromethane and chloroform, it often exhibits a certain solubility. This characteristic gives it flexibility in organic synthesis, and can be used as a reactant or intermediate to participate in various reactions in suitable solvent systems to promote intermolecular contact and reaction. However, its poor solubility in water determines that its application in systems involving aqueous phases is limited, and it also provides ideas for separation and purification. Aqueous-organic phase separation methods can be used to achieve this purpose.
In addition, the stability of this compound is also worthy of attention. Under normal environmental conditions, if there are no special factors such as high temperature, strong acid and alkali, the structure is relatively stable. However, in case of specific chemical reagents or extreme conditions, reactions may occur, resulting in changes in structure and properties. Therefore, when storing and using, it is necessary to consider its stability, properly store it, and avoid contact with incompatible substances.
In short, the physical properties of (S) -3-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline p-toluenesulfonate, including morphology, melting point, solubility and stability, have a profound impact on its application in organic synthesis, pharmaceutical chemistry and other fields. Research and utilization need to be carefully considered.

To prepare (S) -3 -benzyloxycarbonyl-1,2,3,4 -tetrahydroisoquinoline p-toluenesulfonate, the method is as follows:
First take a suitable starting material, such as isoquinoline derivatives with a specific configuration as the base. Usually the isoquinoline structure containing nitrogen heterocycles is introduced into the benzyloxycarbonyl protecting group at its 3rd position. Benzyloxycarbonyl chloride and isoquinoline derivatives can be selected. In the presence of a suitable base, such as triethylamine, in a suitable organic solvent, such as dichloromethane, the reaction is stirred at low temperature or room temperature. In this process, the alkali can bind the acid and promote the forward reaction. The active group of benzyloxycarbonyl chloride is substituted with the 3-position hydrogen of isoquinoline to form a 3-benzyloxycarbonyl isoquinoline derivative.
Then, the derivative is reduced and hydrogenated to obtain a 1,2,3,4-tetrahydroisoquinoline structure. Strong reducing agents such as lithium aluminum hydride are commonly used, and the reaction is carefully added dropwise at low temperature in inert organic solvents such as anhydrous ether or tetrahydrofuran. Lithium aluminum hydride can reduce the double bonds in the isoquinoline ring to obtain 1,2,3,4-tetrahydroisoquinoline derivatives. However, caution is required because it reacts violently with water.
Finally, the prepared 1,2,3,4-tetrahydroisoquinoline derivative is reacted with p-toluenesulfonic acid. In an organic solvent such as ethanol, the two are mixed and stirred to form a salt of tetrahydroisoquinoline nitrogen atom and p-toluenesulfonic acid to obtain (S) -3-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline p-toluenesulfonic acid. This reaction condition is mild, and attention should be paid to the monitoring of the reaction process. The reaction can be completed by thin-layer chromatography until the reaction is complete. After separation, purification, such as recrystallization, etc., pure products can be obtained.

(S) - 3 -benzyloxycarbonyl - 1, 2, 3, 4 -tetrahydroisoquinoline p-toluenesulfonate. This compound is widely used in the field of medicinal chemistry.
It is often a key intermediary in the synthesis of drugs. Because of its unique structure, it can be converted into various biologically active substances through various chemical reactions. For example, in the preparation of some alkaloids, (S) - 3 -benzyloxycarbonyl - 1, 2, 3, 4 -tetrahydroisoquinoline p-toluenesulfonate can be used as a starting material to gradually build a complex molecular structure to achieve the synthesis of target drugs.
Furthermore, in the field of organic synthetic chemistry, it is also an important synthetic building block. With its specific functional groups and stereochemical properties, chemists can follow the established synthesis strategies, modify and expand them, and synthesize a series of organic compounds with novel structures, providing a rich material basis for the research and development of new materials and the exploration of bioactive molecules.
In addition, in the field of asymmetric synthesis, the three-dimensional configuration of (S) -3 -benzyloxycarbonyl-1,2,3,4 -tetrahydroisoquinoline p-toluenesulfonate can guide the reaction to selectively generate products of specific configurations, which greatly improves the stereoselectivity and yield of the reaction, and opens up an effective way for the synthesis of compounds with high purity and specific biological activities.

Nowadays, there is (S) -3-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline p-toluenesulfonate, and its market prospect is related to many aspects. This substance is used in the field of pharmaceutical synthesis, or is a key intermediate. Due to its special structure, it can be converted into various active ingredients through various reactions. In the current trend of pharmaceutical research and development, the demand for novel and highly active compounds is increasing. If this compound can participate in efficient drug synthesis, it will attract the attention of pharmaceutical companies, and the market space is broad.
However, looking at the chemical raw material market, the competition is also very fierce. Its preparation cost is a key factor. If the production process is complicated and the cost is high, it may be difficult to reduce the price and affect the market competitiveness. Furthermore, relevant regulations and policies are increasingly strict in the supervision of chemical products. The production of this compound needs to comply with environmental protection, safety and other regulations. If it does not comply, or is restricted, it will affect the market release.
From the perspective of scientific research and exploration, its chemical properties may attract the interest of many researchers and promote further research. If new reaction paths and new uses can be found in the research, new market areas will be opened up. Overall, the market prospects of (S) -3-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline p-toluenesulfonate include both opportunities and challenges, depending on the operation of R & D, cost control and regulatory compliance.