Efficient and green preparation method of artemisinin sulfone

Abstract

The invention relates to an efficient and green preparation method of artemisinin sulfone. The preparation method is characterized by comprising two reaction steps: step 1, reacting dihydroartemisinin with thiomorpholine to generate dihydroartemisinin-thiomorpholine at a certain temperature in the presence of a certain solvent and catalyst; and step 2, oxidizing dihydroartemisinin-thiomorpholine to generate artemisinin sulfone at a certain temperature in the presence of an oxidant hydrogen peroxide, a catalyst metallic compound and a certain ketones solvent. The method has the main characteristics that in the reaction of step 2, oxidization of dihydroartemisinin-thiomorpholine can be realized by only adopting a series of low-price and environment-friendly raw materials such as hydrogen peroxide and the like without using expensive rare metal catalysts, transition metal oxidants or organic peroxides. The method has the characteristics of high oxidation rate, good selectivity, mild reaction conditions, simple and convenient experiment operations; besides the raw materials are low in price, easy to obtain, clean and environmentally friendly; the method has great application prospect.

Description

technical field [0001] The invention relates to an efficient and green method for preparing dihydroartemisinin into artemisinin sulfone. [0002] Background technique [0003] Dihydroartemisinin is an important derivative of artemisinin. It is not only the main active metabolite of artemisinin drugs in vivo, but also an important intermediate for the synthesis of other artemisinin derivatives. Modern pharmacological studies have shown that this type of compound has broad-spectrum biological activities, including antimalarial and antitumor effects, but these compounds generally have shortcomings such as poor water solubility and many toxic and side effects on nerves. Therefore, it is necessary to develop a water-soluble Well, new artemisinin derivatives with less toxic and side effects have potential application value. [0004] Artesunate sulfone is one of the potential drugs that has not been marketed yet, and its pharmacological activity has increasingly become the focus ...

AI Technical Summary

Problems solved by technology

We have seen a lot of reports on the synthesis of artemisinin at home and abroad, but these reports have great defects, mainly in the step of oxidation of dihydroartemisinin-thiomorpholine into artemisinin. It is reported that relatively expensive oxidants and catalysts are generally used, the reaction conditions are severe, the treatment is cumbersome, and the selective oxidation rate is not high. Therefore, the development of an efficient and green preparation method for artesunone not only has important economic benefits, but also has good environmental benefits.