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Method for separating guaiacol glyceryl ether enantiomer through simulated moving bed chromatography technology

A technology of guaiacol glyceryl ether and simulated moving bed, which is applied in the field of resolution of chiral compounds, can solve problems such as the resolution of guaiacol glycerin ether that have not been seen before, and achieve a pollution-free production mode, high degree of automation, The effect of simple process

Inactive Publication Date: 2014-02-12
EAST CHINA UNIV OF SCI & TECH
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Problems solved by technology

At present, there is no report on the preparation and resolution of guaiacol glyceryl ether in China, but there are reports abroad on the synthesis method of optically pure guaiacol glyceryl ether and the resolution method of racemic chromatography

Method used

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  • Method for separating guaiacol glyceryl ether enantiomer through simulated moving bed chromatography technology
  • Method for separating guaiacol glyceryl ether enantiomer through simulated moving bed chromatography technology
  • Method for separating guaiacol glyceryl ether enantiomer through simulated moving bed chromatography technology

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Embodiment 1

[0023] 1. A simulated moving bed chromatography system is adopted, which includes a feed pump, an eluent pump, an extraction pump, a raffinate pump, a circulation pump, a solenoid valve, a detector, a chromatographic column and a computer automatic control system. The schematic diagram of the principle is as follows Figure 1a and 1b shown. The sample solution and the eluent enter the system from the feed liquid inlet and the eluent inlet respectively, and the products S-(+)-guaiacol and R-(-)-guaiacol respectively come from the extraction Liquid and raffinate are collected from two outlets. After one switching cycle, two inlets: sample liquid and eluent, two outlets: extract liquid and raffinate, switch to the next chromatographic column position along the direction of mobile phase at the same time, such as Figure 1b shown.

[0024] 2. Column packing and mobile phase selection

[0025] The filler is cellulose-tris(3,5)-dimethylphenylcarbamate coated on silica gel, prepare...

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Abstract

The invention relates to a method for separating guaiacol glyceryl ether enantiomer through a simulated moving bed chromatography technology. The method comprises the steps of: coating cellulose-tris(3,5)-dimethylphenylcarbamate on silica gel as a chiral stationary phase, and n-hexane and ethanol mixture as a mobile phase by adopting a simulated moving bed chromatography system; separating the high-purity single enantiomer of R-(-)-guaiacol glyceryl ether and S-(+)-guaiacol glyceryl ether from racemic guaiacol glyceryl ether, wherein the mass fraction can achieve more than 99%. According to the method, the simulated moving bed chromatography technology is a continuous process and is simple in technique, and easy to automate, and on the basis of ensuring the purity and productivity of the products, the solvent in the whole process can be recycled, and the low-cost and pollution-free production mode can be realized.

Description

【Technical field】 [0001] The invention relates to the technical field of resolution of chiral compounds, in particular to a method for separating guaiacol glyceryl ether enantiomers by simulated moving bed chromatography. 【Background technique】 [0002] Guaifenesin, chemical formula: 3-(2-methoxyphenoxy)propane-1,2-diol, English name: 3-(2-Methoxyphenoxy)-1,2-propanediol, a kind of Expectorant, with antitussive, antispasmodic and other effects. It is mainly used for coughs caused by tracheitis, bronchitis, and colds. It is now widely used in over-the-counter medicines at home and abroad, with definite curative effect and small side effects. At the same time, it can also be used as an intermediate for other pharmaceutical products. In recent years, studies have found that the drug can also be used to reduce the viscosity of platelets, relax muscles, and veterinary anesthetics. However, there is no report on the pharmacological properties of the single enantiomer of guaiaco...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/23C07C41/36C07C41/34B01D15/18
CPCB01D15/1857C07C41/36C07C43/23
Inventor 李平龚如金于建国
Owner EAST CHINA UNIV OF SCI & TECH
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