Process for preparing rebaudioside M

A process method and reaction technology, applied in the field of drug synthesis, can solve the problems of difficult realization, complicated operation, high cost and the like, and achieve the effects of good environmental protection effect, simple operation and low cost of raw materials

Inactive Publication Date: 2014-11-26
苏州景泓生物技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method requires high cost, complicated operation, low yield and not easy to realize

Method used

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  • Process for preparing rebaudioside M
  • Process for preparing rebaudioside M

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Provide a kind of preparation method of Ac-RM, reaction process and reaction equation are as follows:

[0016]

[0017] Compound R1 (1.2 g, 1.2 mmol), Ag 2 CO 3 (0.55 g, 2 mmol) was added to DMF (20 mL), heated to 30-100 °C and compound RC (1.2 g, 1 mmol) was added slowly, and the reaction system was stirred overnight at 30-100 °C. Cool to room temperature, filter, add ethyl acetate (80 mL) to the filtrate, wash with saturated brine (30 mL*3), dry over anhydrous sodium sulfate, spin dry, and use a silica gel column (ethyl acetate:petroleum ether=1 :10 to 1:2) to obtain compound Ac-RM (0.7 g, 32%). m / z: 2148 (M + NH 4 ) + .

Embodiment 2

[0019] Provide a kind of preparation method of Ac-RM, reaction process and reaction equation are as follows:

[0020] Compound Ac-RM (0.7 g, 0.32 mmol) was dissolved in methanol (10 mL) at room temperature, and K 2 CO 3 (0.14 g, 1 mmol), and the reaction system was stirred overnight at room temperature. After cooling to room temperature, the reaction solution was neutralized to pH = 6 with 1N hydrochloric acid solution, concentrated, and recrystallized with ethanol / water to obtain 0.21 g of white solid rebaudioside M (RM), with a yield of 58%. m / z: 1146 (M + NH 4 ) + .

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Abstract

A process for preparing rebaudioside M is disclosed. The process includes: a step of subjecting rebaudioside C (RC) that is adopted as a substrate and a chemical compound R1 to a substitution reaction under the action of silver carbonate to obtain an intermediate Ac-RM; and a step of performing hydrolysis to obtain the product rebaudioside M (RM). By the manner, the process has characteristics of low raw material cost, mild reaction conditions, convenient purification, simple operation, good product quality, high yield, no generation of toxic harmful compounds in the whole process, and good environment protection effects, and is suitable for industrial production.

Description

technical field [0001] The invention relates to the field of drug synthesis, in particular to a process for preparing rebaudioside M. Background technique [0002] Steviol glycosides are high-intensity sweeteners that have been used in some countries for some years as added sweeteners to a range of foods. Under the same conditions, the sweetness of an aqueous solution of steviol glycosides is 200-300 times that of sucrose. Because of this great advantage, steviol glycosides can become a substitute for low-carbohydrate or low-sugar foods, and have received great attention. [0003] The structural formula of rebaudioside M (RM) is: . The patent with the application number 201310353500.9 discloses the biological preparation method of rebaudioside M (RM), which uses rebaudioside A or rebaudioside D as the substrate, and makes the substrate in the presence of a glucose-based donor, Under the catalysis of UDP-glucosyltransferase and / or recombinant cells containing UDP-glucosy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/256C07H1/00
Inventor 林友刚蔡振伟
Owner 苏州景泓生物技术有限公司
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