The synthetic method of salidroside

Abstract

The invention discloses a chemical method for synthesizing salidroside. The synthesis steps are: tetraacetyl-β-D-glucose trichloroacetate or tetraacetyl-α-D-glucose trichloroacetate and p-hydroxybenzene Ethanol in anhydrous organic solvents, under the dehydration of molecular sieves and under the catalysis of Lewis acids such as tin tetrachloride, glycosides to generate tetraacetyl salidroside; In the solution, the acetyl group is removed to obtain salidroside. Compared with the traditional synthetic method, the method of the present invention has high reaction yield, good chiral selectivity, easy to obtain raw materials, few reaction steps, can use cheap Lewis acid catalyst, greatly reduces the cost, and is applicable to the production of salidroside mass production.

Description

Technical field [0001] The present invention is the field of pharmaceutical chemistry synthesis. It is a method of chemical synthetic red scenery. Background technique [0002] Hongjingtian is a precious Chinese medicine and Tibetan medicine, which has the effects of anti -fatigue, anti -hypoxia, anti -radiation, and improvement of human body functions.The main active ingredients of Hongjingtian are red scenery. [0003] Red Scenery is a kind of plateau plant. The use of red scenery plants to extract red scenery. A large number of organic solvents need to be easily caused by environmental pollution and destroy the natural environment and wild plant resources. [0004] The use of chemical synthesis methods to obtain red matetinels can promote the sustainable development of the Red Sceanicide industry. [0005] In the 1960s, the former Soviet chemist used four acetyl bromine glucose and hydroxytzhenyl to catalyze the glycoside reactions under the catalysis of silver carbonate, and ...

AI Technical Summary

Problems solved by technology

[0005]In the 1960s, former Soviet chemists used tetraacetylbromoglucose and p-hydroxyphenylethyl alcohol to carry out glycosylation reaction under the catalysis of silver carbonate, and finally obtained Hongjing Tianglycoside [Troshchenko,A.T.; Juodvirsis, A.Khim.Prir.Soe.(1969),5(4),256-60. Synthesis of glycosides of 2-(p-hydroxyphenyl)ethanol], the synthetic yield of this method Low, it needs to use expensive noble metal salt silver carbonate as a catalyst for glycosidation, which cannot be industrialized

[0006] Chinese patent CN 1403467A discloses a method for synthesizing salidroside compounds. Under the catalysis of Lewis acid, tetraacetyl-α-D-glucose Glycosidation reaction of trichloroacetimide ester and p-acetoxyphenethyl alcohol, this method has a higher yield, but the phenolic hydroxyl group of p-hydroxyphenethyl alcohol needs to be protected in advance, and the reaction route is longer

[0007] Chinese patent CN 1911949A discloses a method for chemically synthesizing salidroside, in which pentaacetyl-β-D-glucose and p-hydroxyphenylethanol are catalyzed by Lewis acid Glycosidation reaction in an organic solvent. Although this method has fewer reaction steps and the phenolic hydroxyl group of hydroxyphenethyl alcohol does not need to be protected in advance, the reaction yield is low, and the highest yield is only 45%. Sex mixed, poor chiral selectivity