Synthesis method of salidroside

Abstract

The invention discloses a synthesis method of salidroside, which is implemented by taking p-hydroxyphenylethyl alcohol as a raw material through the steps of firstly, protecting hydroxyl by using methoxy-chloromethyl ether (MOMCl) or benzene sulfonyl chloride, benzoyl chloride and the like, and carrying out acylation and bromination on glucose so as to prepare tetra-acetyl-1-bromoglucose; then, reacting the protected p-hydroxyphenylethyl alcohol with the tetra-acetyl-1-bromoglucose in the presence of potassium superoxide or triethylamine and other organic alkalis, silver nitrate, silver carbonate and the like; and feeding hydrogen chloride gas into methanol so as to remove protecting groups on phenolic hydroxyl groups. According to the invention, by simplifying the synthesis process route, the reaction selectivity is improved, the production cost of salidroside is significantly reduced, and the increasing demands of people on salidroside are satisfied better.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for synthesizing salidroside. Background technique [0002] With the increasing pace of human life and the increasing popularity of modern information means, fatigue and radiation have become serious problems that human beings generally face. Various rays and radioactive substances are ubiquitous in the environment of human life, and the radionuclides entering the body through diet and air cannot be ignored. Radiation can cause acute and chronic radiation injury, radiation mutagenesis and radiation carcinogenesis. The modern fast-paced life and work pressure can lead to long-term fatigue, which in turn leads to metabolic disorders of the body and various diseases. And fatigue can also increase the degree of radiation damage to the body. There are currently no effective solutions to these two types of problems. [0003] At present, the radioprotectants at h...

AI Technical Summary

Problems solved by technology

However, there are no traditional Chinese medicines specially used for anti-fatigue in foreign countries, and most of them are food additives. There are many domestic marketed products, but they are mainly health foods. Chemical monomer drugs and monomer compounds in plants have not been reported as new anti-fatigue drugs.

[0006] At present, many Chinese medicine research workers in China are extracting the active ingredients of Rhodiola, mainly including water extraction, microwave and alcohol extraction, etc., but due to limited resources, they cannot meet market demand, so many domestic scholars are concerned about the synthesis of salidroside. A large number of extensive researches have been carried out. The main synthetic methods include: Ji Shufang et al. use p-aminophenylethanol to diazotize, hydrolyze to synthesize p-hydroxyphenylethanol and then react with tetraacetylbromoglucose to obtain the target molecule; Li Guoqing et al. Ethyl acetate was used as a raw material to protect the hydroxyl group, reduce the carboxyl group, react with tetraacetylbromoglucose, and then deprotect the product to obtain the product; Zhang Sanqi et al. started from p-bromophenol, protected the hydroxyl group, Grignard reaction, and reacted with tetraacetylbromoglucose. Deprotected base product

There are still some unsatisfactory places in the above synthetic route, such as harsh experimental conditions, long synthetic route and many side reactions, and difficult separation and purification of products, etc., resulting in a very high price of salidroside

At present, the raw material price of this product is as high as more than 100,000 per kilogram, and the price is too expensive to a large extent, which has suppressed the market demand for this product