What is the main use of tert-butyldimethylsilyl trifluoromethanesulphonate

Tert-butyl dimethylsilyl trifluoromethanesulfonate is also a commonly used reagent in organic synthesis. It is mainly used to protect hydroxyl groups, because the activity of hydroxyl groups is quite high, and it is prone to side reactions under many reaction conditions. This reagent can react with hydroxyl groups to form a silicon ether structure to achieve protective effect. After the required reaction is completed, it can be protected under suitable conditions to restore the hydroxyl groups.

In the total synthesis of complex natural products, it is often necessary to precisely control the reactivity and sequence of each functional group. Tert-butyl dimethylsilyl trifluoromethanesulfonate then shows its talents, which can effectively protect specific hydroxyl groups and make other parts react without affecting hydroxyl groups. For example, in the synthesis of steroid compounds, many hydroxyl groups coexist, and this reagent can selectively protect a specific hydroxyl group, so that the synthesis route can be advanced according to the design.

In addition, it also plays an important role in the reaction of building carbon-carbon bonds. For example, in the palladium-catalyzed cross-coupling reaction, if the substrate molecule contains hydroxyl groups, it may interfere with the reaction process. At this time, the protection of hydroxyl groups with tert-butyl dimethylsilyl trifluoromethanesulfonate can enable the reaction to occur smoothly and achieve the effective construction of carbon-carbon bonds, thereby preparing many bioactive compounds and materials.

In addition, in the field of oligosaccharide synthesis, sugar molecules are rich in multiple hydroxyl groups. In order to achieve the formation of glycosidic bonds at specific positions, this reagent is often used to protect some hydroxyl groups, achieve regioselective synthesis, and obtain oligosaccharide products with accurate structures. It is of great significance in the development of carbohydrate drugs.

What are the physical properties of tert-butyldimethylsilyl trifluoromethanesulphonate

Tert-butyl dimethylsilyl trifluoromethanesulfonate is a commonly used reagent in organic synthesis. Its physical properties are quite important and have a great impact on the reaction process and effect.

This reagent is mostly colorless to light yellow liquid at room temperature, and it is clear and transparent. It has a certain degree of volatility and will slowly evaporate in the air. Smell it, it has a special smell, although it is not pungent, it is also one of its characteristics.

The density of tert-butyl dimethylsilyl trifluoromethanesulfonate is relatively specific, about [X] g/cm ³. This density characteristic makes it distributed in the mixed solvent according to the difference in solvent density, which has an effect on the phase state of the reaction system. Its boiling point is about [X] ° C. This boiling point value indicates that under certain temperature conditions, it will change from liquid to gaseous state. When heating the reaction system, it is necessary to pay attention to this boiling point to prevent excessive heating from causing its volatilization loss and affecting the reaction process.

In addition, the reagent is soluble in many organic solvents, such as dichloromethane, chloroform, tetrahydrofuran, etc. Good solubility allows it to be uniformly dispersed in a variety of organic reaction systems and fully participate in the reaction. However, it is extremely sensitive to water, and it is prone to hydrolysis in contact with water to generate corresponding silanol and trifluoromethanesulfonic acid. Therefore, during storage and use, it is necessary to keep the environment dry to prevent water vapor from invading, so as to avoid deterioration and failure of the reagent.

What is the synthesis method of tert-butyldimethylsilyl trifluoromethanesulphonate

trifluoromethanesulphonate tert - butyldimethylsilyl, a reagent commonly used in organic synthesis. There are several common methods for its synthesis.

First, tert - butyldimethylsilanol and trifluoromethanesulfonic anhydride are used as raw materials. Put tert - butyldimethylsilanol in a suitable reaction vessel and dissolve it in an anhydrous organic solvent such as dichloromethane. At low temperature, slowly add trifluoromethanesulfonic anhydride. This process requires strict control of the reaction temperature, often maintained at about -78 ° C to prevent side reactions from occurring. After adding it, gradually heat up to room temperature and continue to stir for several hours. After the reaction, the product was purified by conventional separation methods, such as extraction, column chromatography, etc., to obtain tert-butyldimethylsilyl trifluoromethanesulphonate.

Second, the reaction was trifluoromethanesulfonate with silver with tert-butyldimethylchlorosilane. The tert-butyldimethylchlorosilane and silver trifluoromethanesulfonate were placed in an aprotic solvent, such as acetonitrile. The reaction was stirred at room temperature for several hours. During this time, silver ions and chloride ions combined to form a silver chloride precipitate, and tert-butyldiylmethsilyl trifluoromethanesulphonate was generated. At the end of the reaction, the silver chloride precipitate was filtered and removed, and then the product was purified by reduced pressure distillation and other operations. < Br >
Or, the analogue of tert-butyldimethylsilyl triflate can be used as the starting material through an appropriate functional group conversion reaction. However, no matter what method, it is necessary to pay attention to the fine regulation of the reaction conditions to ensure the purity and yield of the product.

Tert - butyldimethylsilyl trifluoromethanesulphonate what are the precautions during use

Tert-butyldimethylsilyl trifluoromethanesulphonate (tert-butyldimethylsilyl trifluoromethanesulphonate) is a commonly used reagent in organic synthesis, and many matters need to be paid attention to during use.

Bear the brunt, this reagent is highly reactive and easily reacts with water. Because water will cause it to decompose, it is necessary to ensure that the environment is dry when taking and storing. The instrument used needs to be fully dry, and the operation should be carried out in a dry inert gas (such as nitrogen or argon) atmosphere to avoid water vapor interference and maintain its activity and stability.

Secondly, tert-butyldimethylsilyl trifluoromethanesulfonate is sensitive to air. Exposure to air may react with ingredients such as oxygen, affecting its performance. Therefore, the container should be sealed quickly after use to reduce the contact time with air. If exposed for a long time, its quality may be affected, resulting in poor reaction effect.

Furthermore, the reagent is corrosive. During operation, protective measures must be taken, such as wearing suitable gloves, goggles and laboratory clothes. If you accidentally come into contact with the skin or eyes, you should immediately rinse with plenty of water and seek medical attention in time. Because of its strong corrosiveness, once exposed, it may cause serious harm to the human body.

In addition, the reaction conditions are also critical. The factors involved in the reaction, such as temperature, solvent and catalyst, can all have a significant impact on the reaction process and yield. It is necessary to precisely adjust the reaction conditions and optimize the reaction parameters according to the specific reaction requirements to achieve the ideal reaction effect.

When using tert-butyl dimethylsilyl trifluoromethanesulfonate, it is necessary to strictly follow the safety operation procedures, pay attention to moisture protection, air contact protection, and control the reaction conditions to ensure the safety and success of the experiment.

What is the market price range for tert - butyldimethylsilyl trifluoromethanesulphonate

Tert-butyldimethylsilyl trifluoromethanesulfonate, the range of market price is difficult to determine. The price varies according to changes in market conditions, purchase quantities, and quality. In the past, when the market was easy, its price may have been mixed due to supply and demand, and it was high and low. If the purchase quantity is quite large, the merchant may make a price to promote trade, and the price may be slightly lower; if the quality is high and pure, the price may increase. Looking at past examples, the price per gram may range from tens of gold to hundreds of gold. This agent has a wide range of uses in the chemical industry, and it is related to the needs of many reactions. Changes in its demand also affect the price. And the place of production and the cost of transportation are all related to the price. Therefore, in order to know the exact price, it is necessary to consult the business of the chemical market and explore the market conditions in detail before obtaining a near-real price.