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Synthesis method for preparing artemisinin

A technology for the synthesis of artemisinin and artemisinin, which is applied in the field of synthetic artemisinin preparation, can solve the problems of small toxic and side effects, damage to the environment and ecological balance, time-consuming and labor-intensive problems, and achieve reasonable and simple design, easy industrial application, and reduce manufacturing costs. cost effect

Pending Publication Date: 2021-09-03
浙江恒腾福生物科技集团有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Artemisinin, C 15 h 22 o 5 It is currently the most effective drug for treating malaria in the world. It has good activity and little side effects. Sensitization, antibacterial sensitization, anti-tumor, etc. At present, the main method of producing artemisinin is the extraction method, which is obtained from the leaves and stems of the traditional Chinese medicine Artemisia annua, which is the plant Artemisia annua. However, due to the long cultivation time of Artemisia annua, the Artemisia annua is purchased, harvested, and processed and extracted in the factory. There are many links, time-consuming and labor-intensive, high production costs, and it is difficult to control the content of a single impurity. huge difference
At the same time, massive collection of natural resources will inevitably destroy the environment and ecological balance, leading to resource depletion

Method used

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  • Synthesis method for preparing artemisinin
  • Synthesis method for preparing artemisinin
  • Synthesis method for preparing artemisinin

Examples

Experimental program
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Effect test

Embodiment 1

[0030] 1) Synthesis of Compound 2

[0031] Using cyclohexenone (26g, 260mmol) as the starting material, add dimethyl zinc, copper trifluoromethanesulfonate (0.96g, 2.6mmol), phosphoramidite (2.6g, 5.2mmol), benzene (500ml) The reaction was carried out under stirring at -30°C-RT for 12 hours. The biphenylphosphonamidite formed by benzene and phosphoramidite was used as a ligand, and copper trifluoromethanesulfonate was used as a catalyst to catalyze the reaction of dimethyl zinc on cyclohexenone. Conjugate addition, then add crotyl bromide (38.6g, 286mmol), carry out the alkylation to crotyl bromide, obtain compound 2 (27g, 157mmol) with 61% yield, the trans isomerization of the compound 2 The ratio to cis isomerism, ie trans-cis=7:1, and the target product content is 91%.

[0032] 2) Synthesis of compound 3

[0033] After adding compound 2 (27g, 157mmol) and tosylhydrazide (230g, 157mmol), MeOH (100ml) mixed, stirred at room temperature for 12h, the reaction can get the corr...

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Abstract

The invention discloses a synthesis method for preparing artemisinin. The synthesis process route is reasonable and simple in design, raw materials are cheap and easy to obtain, reaction conditions are mild, the content of a single impurity can be stably controlled to be smaller than 0.1%, the total yield is high, the overall manufacturing cost can be effectively reduced, and industrial application is easy.

Description

technical field [0001] The invention relates to the technical field of artemisinin synthesis, in particular to a preparation method for synthesizing artemisinin. Background technique [0002] Artemisinin, C 15 h 22 o 5 It is currently the most effective drug for treating malaria in the world. It has good activity and little side effects. Sensitization, antibacterial sensitization, anti-tumor, etc. At present, the main method of producing artemisinin is the extraction method, which is obtained from the leaves and stems of the traditional Chinese medicine Artemisia annua, which is the plant Artemisia annua. However, due to the long cultivation time of Artemisia annua, the Artemisia annua procurement, harvesting, and factory processing and extraction involve many links, time-consuming and labor-intensive, high production costs, and it is difficult to control the content of a single impurity, which is all within 1.0%. Very different. At the same time, massive collection of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/20
CPCC07D493/20
Inventor 任诗旻
Owner 浙江恒腾福生物科技集团有限公司
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