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6-(2-glucosyl amido)-beta- cyclodextrin derivant and method for producing the same

A cyclodextrin and amine-based technology, which is applied in the field of 6--β-cyclodextrin derivatives and its preparation, can solve the limitations of the application of glucosyl-β-cyclodextrin, the limited types of branched chains, and the separation process Difficulties and other problems, to achieve good water solubility and stability, low cost, and easy preparation method

Inactive Publication Date: 2008-06-11
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The enzymatic fermentation method has disadvantages such as long production cycle, low yield, difficult separation process, and limited types of branched chains, which greatly limit the application of glucosyl-β-cyclodextrin

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] (1) Get 3kg6-O-tosyl-β-cyclodextrin, 1.5kg glucosamine hydrochloride, 1.5kg parts by weight of triethylamine, 20g KI, and dissolve them in 500kg of pyridine;

[0028] (2) Place the above-mentioned (1) mixed solution in a closed reactor, and use N 2 Replace the air in the reactor until the oxygen content in the reactor is lower than 80ppm;

[0029] (3) heating up to 80°C for 6h;

[0030] (4) After recovering pyridine by distillation at 78° C. through a reduced pressure method, a mixed product is obtained;

[0031] (5) Dissolve the mixed product in (4) with 2kg of water to obtain a solution;

[0032] (6) Add the solution in (5) to 100kg of acetone-methanol mixture (1:1, volume ratio) at 0.5kg / 10 minutes, and the crude product can be obtained by precipitation;

[0033] (7) Dissolve the crude product in (6) with 10kg of water, then refine through electrodialysis and anion exchange resin, and then routinely spray dry to obtain 3.9kg of white powdery 6-(2-glucosylamino)- ...

Embodiment 2

[0035] (1) Get 3kg6-O-tosyl-β-cyclodextrin, 1.5kg glucosamine hydrochloride, 2.5kg parts by weight of triethylamine, 30g KI, and dissolve them in 400kg of pyridine;

[0036] (2) Place the above-mentioned (1) mixed solution in a closed reactor, and use N 2 Replace the air in the reactor until the oxygen content in the reactor is lower than 70ppm;

[0037] (3) heating up to 70° C. for 7 hours;

[0038] (4) After recovering pyridine by distillation at 70° C. under reduced pressure, a mixed product is obtained;

[0039] (5) Dissolve the mixed product in (4) with 1.5kg part of water to obtain a solution;

[0040] (6) Add the dissolving solution in (5) to 200kg of acetone-methanol mixture (3:2, volume ratio) at 1kg / 10 minutes, and the crude product can be obtained by precipitation;

[0041] (7) Dissolve the crude product in (6) with 15kg of water, then refine through electrodialysis and anion exchange resin, and then routinely spray dry to obtain 3.7kg of white powdery 6-(2-gluco...

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Abstract

The invention relates to a 6-(2-glucosyl amido)-beta-cyclodextrin derivative and a relative preparation method, belonging to organic functional material technical field. The preparation method comprises dissolving 6-O-tosyl-beta-cyclodextrin, glucosamine hydrochloride, triethylamine and potassium iodide in pyridine, arranging the mixture in a sealed reactor, using N2 to replace the air in the reactor until the oxygen content of the reactor is lower than 100ppm, raising temperature and reacting, depressurizing, distilling and recovering pyridine to obtain mixed product, dissolving the mixed product via water completely, adding the solution in an acetone-methanol mixture, reacting and depositing to obtain crude product, electrically dialyzing at standard electricity, atomizing and drying to obtain the final product. The inventive cyclodextrin derivative has better solubility and stability, which can be widely used for drug, food, cosmetic product, spice, daily necessaries and material fields.

Description

1. Technical field [0001] The invention relates to a 6-(2-glucosylamino)-β-cyclodextrin derivative and a preparation method thereof, belonging to the field of organic functional materials. 2. Background technology [0002] Cyclodextrin (CD) is composed of 6, 7, 8 or more D-glucopyranose units linked by α-1, 4 glycosidic bonds (called α, β, γ-CD, etc. in turn) , its structure is quite like a conical cylinder, with a "cone-shaped cavity". The outer side of cyclodextrin has a certain water solubility due to the existence of many hydroxyl groups, and the inner side has a certain degree of fat solubility. The structural characteristics of cyclodextrin make it play an important role in the following aspects [Tong Linhui, "Cyclodextrin Chemistry", China Science and Technology Press, 2002]: [0003] 1) Keep volatile substances stable for a long time - reduce the volatility of volatile substances and maintain their smell and flavor; make toxic liquid substances into solids, which a...

Claims

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Application Information

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IPC IPC(8): C08B37/16
Inventor 郝爱友杜光焰
Owner SHANDONG UNIV
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