Alanine Benzyl Ester Toluenesulfonic Acid Salt

This is a compound called alanine benzyl ester p-toluenesulfonate. Its chemical structure is as follows:
Alanine, containing amino (-NH ²) and carboxyl (-COOH) groups, has the common property of α-amino acids. In alanine benzyl ester, alanine carboxyl groups are esterified with the hydroxyl groups of benzyl alcohol (C H CH ² OH) to form an ester bond (-COO -), that is, - COOH is dehydrated and condensed with OH of benzyl alcohol, and the carboxyl carbon is connected to the methylene carbon of benzyl to obtain the basic skeleton of alanine benzyl ester.
And p-toluenesulfonate is derived from p-toluenesulfonic acid (CH 🥰 C H SO 🥰 H). The sulfonic acid group of p-toluenesulfonic acid (-SO-H) is highly acidic and can form a salt with the amino group (-NH-2) in alanine benzyl ester. Amino nitrogen has a lone pair electron and can accept protons. The hydrogen proton of the sulfonic acid group is transferred to the amino group to form an ammonium salt structure (-NH-H-H). Sulfonate (CH-C-H-SO-H) pairs with ammonium ions to form the overall structure of alanine benzyl ester p-toluenesulfonic acid. In this way, the chemical structure of this compound is obtained.

Alanine benzyl ester p-toluenesulfonate has a wide range of uses. In the field of pharmaceutical synthesis, it is a key intermediary. The creation of many drugs, such as some antiviral and anti-tumor drugs, alanine benzyl ester p-toluenesulfonate is involved in the creation of many drugs, helping to build the specific structure of drug molecules, fusing with other compounds through chemical reactions, through a series of delicate steps, and finally resulting in drug products with specific pharmacological activities.
In the field of organic synthesis chemistry, it also plays an important role. Because of its unique chemical structure, it can provide a unique reaction check point for organic synthesis and realize specific chemical reactions. For reactions such as esterification and amidation, benzyl alanate p-toluenesulfonate can be used as a reactant or catalyst to promote the smooth progress of the reaction and open up a path for the synthesis of various complex organic compounds.
In addition, in the study of biochemistry, this substance is also used. When studying the structure and function of proteins or peptides, it can be used as a modifying agent to modify specific groups on proteins or peptides, thereby exploring the relationship between the structure and function of biomolecules, providing a powerful tool for in-depth understanding of the mysteries of life processes. In short, benzyl alanate p-toluenesulfonate plays an indispensable role in many important fields.

The method for preparing benzyl alanine ester p-toluenesulfonate can follow the following steps. First take an appropriate amount of alanine, place it in the reaction vessel, add an appropriate amount of organic solvent, such as dichloromethane, methanol, etc., to promote its dissolution and form a uniform liquid phase. This is the basis for the initiation of the reaction.
Then, add benzyl alcohol. The molar ratio of benzyl alcohol to alanine should be precisely prepared, generally about 1.2 - 1.5:1. This ratio allows the reaction to proceed smoothly in the direction of generating benzyl alanine ester, and a slight excess of benzyl alcohol can ensure that alanine is fully reacted.
Then, slowly add a condensing agent, such as dicyclohexyl carbodiimide (DCC) or 1- (3-dimethylaminopropyl) -3-ethyl carbodiimide hydrochloride (EDC · HCl), and add 4-dimethylaminopyridine (DMAP) as a catalyst. When adding dropwise, the temperature should be controlled at 0-5 ° C. This low temperature environment can make the condensation reaction occur smoothly and reduce the disturbance of side reactions. After adding dropwise, gradually raise to room temperature, and continue to stir the reaction for about 12-24 hours. During this period, the reaction progress was monitored by thin layer chromatography (TLC), and the reaction was almost complete when the raw material point disappeared.
After the reaction is completed, the solid by-products formed in the reaction system, such as dicyclohexylurea (DCU, formed from DCC), are filtered off. The filtrate is washed several times with a dilute acid solution, such as dilute hydrochloric acid, to remove unreacted alkaline substances. After washing with saturated salt water, the residual water in the system can be removed. After drying the organic phase with anhydrous sodium sulfate, it is distilled under reduced pressure to remove the organic solvent to obtain the crude product of benzyl alanine ester.
Then dissolve the crude product in an appropriate amount of organic solvent, such as ethyl acetate, and add the acetate solution of p-toluenesulfonic acid dropwise. The molar ratio of benzyl alanine ester to p-toluenesulfonic acid is about 1:1.1. The dropwise addition process also requires temperature control, generally at 0-10 ° C. After the dropwise addition, stir to crystallize, suction and filter, wash the filter cake with cold organic solvent, and after drying, obtain the pure product of benzyl alanine ester p-toluenesulfonate. The whole preparation process requires attention to the control of reaction conditions at each step, and the amount of solvent and reagent is accurate to obtain high-purity products.

"Tiangong Kaiwu" is a masterpiece of ancient technology, but there is no record of "Alanine + Benzyl + Ester + Toluenesulfonic + Acid + Salt" (alanine benzyl ester p-toluenesulfonate) Quality Standard. This chemical substance is a modern chemical synthesis product. When "Tiangong Kaiwu" was written, modern chemistry had not yet formed, so there was no standard in this regard.
Today, the quality standard of alanine benzyl ester p-toluenesulfonate is related to many aspects. First, the appearance should be white or off-white crystalline powder with uniform color and no foreign matter. Second, the purity is extremely critical, usually need to reach a certain high purity value, such as the use of high performance liquid chromatography determination, the purity should not be less than a specific percentage to ensure that its chemical properties are stable, in line with application requirements. Third, the melting point is also an important indicator, need to be within a certain temperature range, through the melting point meter to accurately determine, this can reflect the purity and crystalline state of the substance. Fourth, the inspection of relevant substances cannot be ignored, that is, the production process may be residual impurities strictly limited detection, to ensure that the impurity content does not affect the product quality and use safety. In addition, the weight loss of drying, burning residues and other indicators, also measure its quality from different dimensions, such as drying weight loss should be controlled in a reasonable range, to ensure that the product moisture content is appropriate, does not affect its chemical stability and performance.

In the case of p-toluenesulfonate, there are several points to pay attention to when storing and transporting.
The first word of storage, this substance should be placed in a cool, dry and well ventilated place. Cover a cool place to avoid high temperature causing its properties to change. If it is overheated or triggers a chemical reaction, it will damage its quality. A dry environment is indispensable, because moisture is easy to make the salt hydrolyze. Once it is deliquescent, not only the shape changes, but also the chemical activity may be affected. Good ventilation can prevent it from reacting with the surrounding bad gases and keep it pure.
As for transportation, there are also various points. When handling, be sure to handle it with care. The salt may be damaged by violent vibration, which will affect the substance itself. The packaging should be solid and reliable to prevent leakage due to collision and extrusion during transportation. And the transportation vehicle should be kept clean and dry, and must not be mixed with chemicals that can react with it, otherwise dangerous chemical reactions may occur. Furthermore, the transportation temperature should also be controlled within an appropriate range, not too high or too low, to protect the chemical stability of the salt. In this way, careful attention should be paid during storage and transportation to ensure the quality and safety of alanine benzyl ester p-toluenesulfonate.