Chemical synthesis process for preparing gastrodin and similar phenolic glucoside thereof

A phenolic glycoside and chemical synthesis technology, which is applied in the field of chemical synthesis technology for preparing gastrodin and its similar phenolic glycoside formula, can solve the problems of unsuitability for large-scale production, complex production process, low production efficiency and the like, and achieves Improve the single-pass conversion rate and product yield, overcome the effects of many processes and improve work efficiency

Inactive Publication Date: 2016-06-08
赵建英
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  • Summary
  • Abstract
  • Description
  • Claims
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Problems solved by technology

In the current synthesis process of gastrodin and its similar phenolic glycosides, the technological process is not easy to implement, the resulting gastrodin and its similar phenolic glycosides have low purity, the reaction residues cannot be recycled, and the production process is complicated , low production efficiency and high cost, not suitable for mass production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0011] The chemical synthesis process for preparing gastrodin and its similar phenolic glycoside formula in this embodiment comprises the following steps:

[0012] (1) Using acetic anhydride and acetyl bromide or phosphorus tribromide or phosphorus pentabromide as reagents, through the reaction with the sugar group, the hydroxyl group in the sugar group is protected, and at the same time, the bromohemiacetal hydroxyl group is used to obtain bromoacetyl Glycosyl compounds;

[0013] (2) In the acetone and water reaction system, add a catalytic amount of iodide ions, use sodium hydroxide or potassium hydroxide as an alkaline reagent, react bromoacetylglycosyl compounds and phenolic compounds in a ratio of 3:1, and detect by TLC Reaction process, after the end of the reaction, the phenolic glycoside compound protected by acetyl group is obtained;

[0014] (3) In sodium methoxide and methanol or sodium ethoxide and ethanol solution, the acetyl protecting group is removed to obtain...

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PUM

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Abstract

The present invention discloses a chemical synthesis process for preparing gastrodin and similar phenolic glucoside represented by a formula (I) thereof. According to the present invention, industrial easily-available raw materials such as acetic anhydride and acetyl bromide or PHOSPHORUS TRIBROMIde or phosphorus pentabromide are used to complete the hydroxy protection of glycosyl and the bromination reaction of hemiacetal hydroxy, such that the problems that the use of red phosphorus and bromine during the gastrodin bulk drug production process causes physical and psychological harm on production workers and environment pollution and damage are solved; and the process mainly comprises two steps of key reactions, wherein the first step reaction is synthesis of bromoacetyl glycosyl compound, and the second step reaction is condensation of the bromoacetyl glycosyl compound and a phenolic compound to generate the acetyl-protected phenolic glucoside compound.

Description

technical field [0001] The invention belongs to the technical field of medicine synthesis, and specifically relates to a chemical synthesis process for preparing gastrodin and its similar phenolic glycoside formula. Background technique [0002] The chemical synthesis process for preparing gastrodin and its similar phenolic glycoside forms at least includes drying, condensation reaction, hydrolysis reaction and other processes. In the current synthesis process of gastrodin and its similar phenolic glycosides, the technological process is not easy to implement, the resulting gastrodin and its similar phenolic glycosides have low purity, the reaction residues cannot be recycled, and the production process is complicated , the production efficiency is low and the cost is high, so it is not suitable for large-scale production. Contents of the invention [0003] In order to overcome the above-mentioned technical problems existing in the prior art field, the purpose of the pres...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/203C07H1/00
CPCY02P20/55
Inventor 赵建英
Owner 赵建英
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