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Synthesis method of voglibose

A technique for voglibose and its synthesis method, which is applied in the direction of organic chemistry methods, chemical instruments and methods, sugar derivatives, etc., can solve the problems of complicated voglibose preparation process and high market price, and achieve low cost , simple operation, and the effect of saving production costs

Pending Publication Date: 2021-08-06
WEIFANG TIANFU CHEM TECH
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, the preparation process of voglibose is complex and the market price is expensive, so it is of great significance to develop a high-efficiency synthesis method of voglibose

Method used

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  • Synthesis method of voglibose

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Effect test

Embodiment 1

[0062] Step 1: Synthesis of Peracetylated Glucose

[0063] After mixing and grinding 19.8g of glucose monohydrate and 15g of sodium acetate, they were transferred to a three-neck flask, and 120mL of acetic anhydride (Ac 2 O), stirred at 120 ° C for 2h. Pour into 300g of ice water, stir vigorously, solids precipitate out, put it in an ice bath and let it stand for 2h. After suction filtration, the filter cake was washed with distilled water and recrystallized with absolute ethanol-cyclohexane to obtain 35.5 g of fully acetylated glucose with a yield of 71.3%.

[0064] In this step, different reaction conditions were tried. Such as: raw material ratio (glucose monohydrate: acetic anhydride = 1:5 or 1:6), reaction temperature (100°C, 140°C), reaction time (1h, 3h, 5h), the product yield obtained is 68 %-73%.

[0065] Step 2: Synthesis of 2,3,4,6-tetra-O-acetyl-β-D-glucophenanthin

[0066] Add 150mL of dichloromethane into the eggplant-shaped bottle, add 20g of peracetylated ...

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Abstract

The invention provides a synthesis method of voglibose, and solves the technical problems that in an existing synthesis method of voglibose, raw materials are difficult to obtain, high in price, large in investment, low in yield and not suitable for industrial production. The synthesis method comprises the steps: synthesizing a compound V by taking glucose monohydrate and sodium acetate as raw materials through eleven reaction steps; and preparing a compound VIII from the compound V through an addition reaction, a ring-opening reaction and an aldol condensation reaction, and thus obtaining voglibose through amination reduction of the compound VIII. The synthesis method of voglibose can be widely applied to the technical field of voglibose synthesis methods.

Description

technical field [0001] The present application belongs to the technical field of voglibose synthesis method, more specifically, relates to a voglibose synthesis method. Background technique [0002] The incidence of diabetes mellitus (DM) in my country is increasing year by year. At present, there are several types of drugs for the treatment of DM: α-glucosidase inhibitors, sulfonylureas, thiazolidinediones, biguanides, mealtime blood sugar regulators, vanadium compounds, insulin, lipid-lowering drugs, NO synthase inhibitors, β3-receptor agonists, etc. Among them, α-glucosidase inhibitors, as a new generation of hypoglycemic drugs, can effectively treat type II DM by inhibiting α-glucosidase, reducing and delaying intestinal absorption of carbohydrates, reducing postprandial hyperglycemia. Liver and kidney functions are less affected. Already marketed α-glucosidase inhibitors mainly include voglibose, acarbose, miglitol, etc. [0003] At present, the preparation process ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C213/02C07C217/52C07C213/00C07C215/44C07C45/00C07C45/61C07C45/65C07C49/753C07C41/18C07C43/178C07D309/10C07D309/30C07H15/18C07H1/00C07H15/203C07H13/04
CPCC07C213/02C07C213/00C07C45/00C07C45/61C07C45/65C07C41/18C07D309/10C07D309/30C07H15/18C07H1/00C07H15/203C07H13/04C07B2200/07C07C2601/14C07C217/52C07C215/44C07C49/753C07C43/1786
Inventor 崔文文杜金龙袁西强论宗文
Owner WEIFANG TIANFU CHEM TECH
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