Synthesis method of 2-C-methyl-D-ribonic acid-1,4-lactone

A synthesis method and technology of ribose acid, applied in the direction of organic chemistry, etc., can solve the problems of unfavorable industrial production, long reaction time, cumbersome operation, etc., and achieve the effects of reducing uncertain factors of reaction, short reaction time and simple preparation process

Inactive Publication Date: 2017-03-29
上海微巨实业有限公司
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  • Application Information

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Problems solved by technology

These two synthetic methods all have the disadvantages of long reaction time and cumbersome

Method used

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Embodiment 1

[0014] A method for synthesizing 2-C-methyl-D-ribonic acid-1,4-lactone, the specific steps are as follows:

[0015] Step 1, dissolve 30g of glucose in 210ml of ethanol, then add 10g of acetic acid and 20g of N-methylbenzylamine to react at a temperature of 40 degrees Celsius for 4 hours to form fructosamine;

[0016] In step 2, the fructosamine formed in step 1 was lowered to 0 degrees Celsius for crystallization. At this time, a large amount of solids were precipitated. After being kept at 0 degrees Celsius for 2 hours, it was filtered, and then rinsed with a small amount of ethanol to obtain 28 g of white solids. The yield was 60 %;

[0017] Step 3, dissolve the fructosamine obtained in step 2 in 500ml of methanol, add 2g of anhydrous calcium chloride and 1.5g of sodium methoxide, and stir at room temperature for 3 hours. After the solution was concentrated to dryness, 200ml of ethyl acetate was added to make a slurry, and then filtered and dried to obtain 10g of white soli...

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Abstract

The invention discloses a synthesis method of 2-C-methyl-D-ribonic acid-1,4-lactone. The synthesis method comprises the following specific steps: step 1, isomerizing glucose in ethanol under an acidic condition to form fructose, and then enabling the fructose and N-methylbenzylamine to form fructosamine; step 2, crystallizing and purifying the fructosamine formed by the step 1 to obtain a solid; and step 3, enabling the fructosamine obtained by the step 2 to react under an alkaline condition, so as to obtain the 2-C-methyl-D-ribonic acid-1,4-lactone. According to the synthesis method disclosed by the invention, glucose is used as a raw material, so that the cost of the raw material is low; after the reaction is finished, an intermediate of the step 1 can be separated out through a crystallization manner, and a lot of uncertain impurities, generated in a glucose isomerization process, are removed, so that uncertain factors of the next step of reaction are greatly reduced; the method is simple in preparation process; conventional reaction reagents are adopted, so that the sources of the reagents are wide; and the reaction time is short, and the yield of products is high, so that the synthesis method is suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to the field of drug synthesis, in particular to a method for synthesizing 2-C-methyl-D-ribonic acid-1,4-lactone. Background technique [0002] With the acceleration of the pace of life, the emergence of various environmental problems and the aggravation of food safety, people are more and more endangered by diseases, and people will use drugs to treat them when they are sick. Drugs refer to chemical substances that can affect the physiological, biochemical and pathological processes of the body, and are used for the prevention, diagnosis, treatment of diseases and family planning. Medicines include hypnotics, cold medicines, antipyretics, stomach medicines, and laxatives that are good for health. 2-C-methyl-D-ribonic acid-1,4-lactone is a commonly used pharmaceutical intermediate and a fragment of an anti-hepatitis B virus drug. 2-C-methyl-D-ribonic acid-1 , 4-lactone (hereinafter referred to as compound 1), the molecular formu...

Claims

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Application Information

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IPC IPC(8): C07D307/33
CPCC07D307/33
Inventor 刘辉
Owner 上海微巨实业有限公司
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