Synthesizing method of n-alkyl-beta-D-glucopyranoside

Abstract

The invention discloses a synthesizing method of n-alkyl-beta-D-glucopyranoside. The method includes the following steps of dissolving fully-acetylated glucopyranose, n-alkyl alcohol and anhydrous stannic chloride in anhydrous methylene dichloride, stirring the mixture to have a reaction for 20 min to 70 min at the room temperature, washing the mixture through a saturated sodium carbonate solution, collecting organic phases, conducting reduced pressure distillation to obtain 1-n-alkyl-2,3,4,6-tetraacetyl-beta-D-glucopyranoside, dissolving the 1-n-alkyl-2,3,4,6-tetraacetyl-beta-D-glucopyranoside in methyl alcohol, adding sodium methylate to adjust the pH value to 9, having a reaction for 1.5 h at the room temperature, adjusting the pH value to be neutral through strong acid cation exchange resin, conducting filtering, steaming filtrate to obtain solvent, and drying the solvent to obtain the n-alkyl-beta-D-glucopyranoside. The n-alkyl is n-alkyl of C8-C12. The method is simple, raw materials are easy to obtain, cost is low, reaction temperature is moderate and easy to control, the method is environmentally friendly, and the prepared beta-configuration glucopyranoside is high in purity.

Description

technical field [0001] The invention relates to a method for synthesizing n-alkyl-β-glucoside, which belongs to the field of sugar chemistry, in particular to a method for synthesizing n-alkyl-β-D-glucopyranoside. Background technique [0002] Sugars are an important class of organic substances widely distributed in nature. They are also called carbohydrates. They are the general term for polyhydroxy aldehydes or polyhydroxy ketones and their polycondensates and certain derivatives. They are generally composed of three elements: carbon, hydrogen, and oxygen. . Sugars are mainly divided into four categories: monosaccharides, disaccharides, oligosaccharides and polysaccharides. Sugar is the most important energy source for the human body, and 70% of the energy required for material transportation in the body comes from sugar. At present, more researches are monosaccharides and disaccharides. [0003] Glycosides, also known as glycosides. The hemiacetal hydroxyl group of mo...

AI Technical Summary

Problems solved by technology

This method uses precious metal silver, and the amount of silver is relatively large, and the price of silver salt is relatively high and difficult to preserve, resulting in high cost and complicated preparation process, and the price of 2,3,4,6‐tetraacetyl bromoglucose is also high. Relatively expensive, the industrial preparation of 2,3,4,6‐tetraacetylbromoglucose requires the use of hydrobromic acid, which is more polluting to the environment

[0007] There is also a synthesis of 2,3,4,6-tetraacetylbromoglucose and octanol under the catalysis of zinc oxide. Compared with the K-K reaction, this method avoids the use of expensive silver salts, but still requires 2, 3,4,6-Tetraacetylbromoglucose, it is difficult to avoid environmental pollution and harm to the experimenter's body

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