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Method for synthesizing sucralose

A technology for sucralose and a synthesis method, which is applied in chemical instruments and methods, sugar derivatives, sugar derivatives, etc., can solve problems such as being unsuitable for industrial production, difficult to separate by double enzyme-chemical method, etc., and improve the utilization rate of materials. , Guaranteed utilization, compact and simple process

Inactive Publication Date: 2010-02-24
南京仕浪药业有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Dual enzyme-chemical separation is difficult and not suitable for industrial production

Method used

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  • Method for synthesizing sucralose
  • Method for synthesizing sucralose

Examples

Experimental program
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Effect test

Embodiment 1

[0034] Add 100g of glucose and 300ml of DMF to a 1000ml three-necked flask and stir to dissolve the glucose completely, add 80g of N-methylmorpholine at 40°C, and gradually add 110g of trityl within 1 hour 200ml of DMF solution made of chlorine was reacted at a constant temperature of 40°C for 4 hours, then 37.5g of sodium bicarbonate was added for neutralization, and water, N-methylmorpholine, and DMF were distilled off under vacuum conditions. The reaction concentrate was dried to obtain 188.3 g of 6-O-trityl glucose with a yield of 80.8% and a purity of 81% by HPLC.

Embodiment 2

[0036] Add 100g of glucose and 300ml of DMF to a 1000ml three-necked bottle and stir to dissolve the glucose completely, add 80g of N-methylmorpholine at 30°C, and gradually add 92g of trityl within 1 hour 200ml of DMF solution made of chlorine was reacted at a constant temperature of 30°C for 8 hours, then 37.5g of sodium bicarbonate was added for neutralization, and water, N-methylmorpholine, and DMF were distilled off under vacuum conditions. The reaction concentrate was dried to obtain 145.6 g of 6-O-trityl glucose with a yield of 62.5% and a purity of 78% by HPLC.

Embodiment 3

[0038] Add 100g of glucose and 300ml of DMF to a 1000ml three-necked bottle and stir to dissolve the glucose completely, add 80g of N-methylmorpholine at 30°C, and gradually add 138g of trityl within 1 hour 200ml of DMF solution made of chlorine was reacted at a constant temperature of 30°C for 8 hours, then 37.5g of sodium bicarbonate was added for neutralization, and water, N-methylmorpholine, and DMF were distilled off under vacuum conditions. The reaction concentrate was dried to obtain 202.7 g of 6-O-trityl glucose, the yield was 86.9%, and the purity by HPLC was 75%.

[0039] 2. Generation of 6-O-trityl sucrose (product II)

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Abstract

The invention discloses a method for synthesizing sucralose, which is characterized by comprising the following steps that: glucose reacts with trityl chloride in a solvent DMF to form 6-O-triphenyl methyl glucose; the 6-O-triphenyl methyl glucose reacts with sucrose to produce 6-O-triphenyl methyl sucrose in the presence of an immobilized beta-fructosyltransferase; the 6-O-triphenyl methyl sucrose is chloridized; and the triphenyl methyl is removed from a chlorination product obtained to form sucralose. The method for synthesizing sucralose has the advantages of high sucralose yield, a few purification steps, compact and simple process, few side reactions and easy realization of scale industrial production.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and relates to a method for synthesizing food sweetener sucralose. Background technique [0002] Sucralose is a new type of high-intensity non-nutritive sweetener, its chemical name is 4,1',6'-trichloro-4,1',6'trideoxygalactose, its sweetness is sucrose's 600 times, first developed by the British Tate & Lyle company, good taste, low calorie, anti-caries, as a sweetener with high safety in food. There are three main chemical synthesis methods: [0003] 1. Single group protection method: [0004] The six-position hydroxyl group in the sucrose molecule is relatively active, and the six-position hydroxyl group is selectively protected by hexanoyl or benzoyl group, and then chlorinated and hydrolyzed to obtain sucralose. The core of the single-group protection method is the preparation of sucrose-6-acetate (benzoyl ester), and the methods include the ethyl ester method (US4380476; US4889928) and t...

Claims

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Application Information

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IPC IPC(8): C07H5/02C07H1/00
Inventor 毕贤叶敏敏蒋栋梁许成成
Owner 南京仕浪药业有限公司
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