Amphiphilic C-6-(4-(methyl amino)-1,2,3-triazole)deoxidized inulin derivatives and preparation and application thereof

A technology of deoxyinulin and methyl amino, which is applied in the field of daily chemicals, can solve the problems of few renewable resources, etc., and achieve the effects of low synthesis cost, expanded application range, and enhanced solubility

Active Publication Date: 2014-04-02
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are very few reports on the utilization of this renewable resource

Method used

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  • Amphiphilic C-6-(4-(methyl amino)-1,2,3-triazole)deoxidized inulin derivatives and preparation and application thereof
  • Amphiphilic C-6-(4-(methyl amino)-1,2,3-triazole)deoxidized inulin derivatives and preparation and application thereof
  • Amphiphilic C-6-(4-(methyl amino)-1,2,3-triazole)deoxidized inulin derivatives and preparation and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0026] The amphiphilic C-6-(4-(methylamino)-1,2,3-triazole) deoxyinulin derivative is a compound represented by formula (1).

[0027]

[0028]

[0029] This embodiment synthesizes the target compound according to the above synthetic route (1):

[0030] 1) Synthesis of Compound 1: Inulin was dried overnight at 100°C under vacuum. Take 1.62g of inulin and add it to 50mL of purified nitrogen-nitrogen dimethylformamide under the protection of nitrogen, raise the temperature until the inulin is completely dissolved, and add 3.5g of N-bromosuccinyl when the temperature of the reaction solution drops to room temperature imine (NBS) to the above reaction solution. Weigh 5.2g of triphenylphosphine and dissolve it in 30mL of nitrogen nitrogen dimethylformamide, and add it dropwise to the above reaction solution at room temperature after dissolving. After reacting at room temperature for 30 minutes, the temperature of the reaction system was raised to 70° C., and reacted at this ...

Embodiment 2

[0037] The difference from Example 1 is:

[0038] 1) Synthesis of Compound 1: Inulin was dried overnight at 100°C under vacuum. Take 1.62g of inulin and add it to 50mL of purified nitrogen-nitrogen dimethylformamide under the protection of nitrogen, raise the temperature until the inulin is completely dissolved, and add 3.5g of N-bromosuccinyl when the temperature of the reaction solution drops to room temperature imine (NBS) to the above reaction solution. Weigh 5.2 g of triphenylphosphine and dissolve it in 30 mL of nitrogen-nitrogen dimethylformamide. This solution was added dropwise to the reaction solution at room temperature. After the reaction solution was reacted at room temperature for 30 minutes, the temperature of the reaction system was raised to 70°C. After the reaction was carried out at 70°C for 3 hours, the reaction solution was poured into 250mL acetone, and a precipitate was precipitated. After the precipitate was suction-filtered and washed with acetone, i...

Embodiment 3

[0042] The difference from Example 1 is:

[0043] 1) Synthesis of Compound 1: Inulin was dried overnight at 100°C under vacuum. Take 1.62g of inulin and add it to 50mL of purified nitrogen-nitrogen dimethylformamide under the protection of nitrogen, raise the temperature until the inulin is completely dissolved, and add 3.5g of N-bromosuccinyl when the temperature of the reaction solution drops to room temperature imine (NBS) to the above reaction solution. Weigh 5.2 g of triphenylphosphine and dissolve it in 30 mL of nitrogen-nitrogen dimethylformamide. This solution was added dropwise to the reaction solution at room temperature. After the reaction solution was reacted at room temperature for 30 minutes, the temperature of the reaction system was raised to 70°C. After the reaction was carried out at 70°C for 3 hours, the reaction solution was poured into 250mL acetone, and a precipitate was precipitated. After the precipitate was suction-filtered and washed with acetone, i...

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Abstract

The invention relates to amphiphilic C-6-(4-(methyl amino)-1,2,3-triazole)deoxidized inulin derivatives and a preparation and an application thereof. The amphiphilic C-6-(4-(methyl amino)-1,2,3-triazole)deoxidized inulin derivatives are as shown in formula (1), wherein n has an average range of 10-35. The preparation method comprises the following steps: halogenating the primary hydroxyl group of raw material inulin, performing acyl protection of hydroxy groups at the other sites, allowing the inulin to react with sodium azide or lithium azide at 40-70 DEG C for 8-24 hours, performing purification to obtain 6-azido-3,4-diacyl-6-deoxidized inulin, allowing the 6-azido-3,4-diacyl-6-deoxidized inulin to react with propynylamine through a click chemistry reaction to obtain the amphiphilic C-6-(4-(methyl amino)-1,2,3-triazole)deoxidized inulin derivatives. The mole amount of the sodium azide or lithium azide is 1-2 times as many as the that of the raw material inulin; the mole ratio of the propynylamine to the raw material inulin is 2-3:1. The product of the invention is wide in application, simple in synthetic steps, easy to popularize, and easily available in required equipment and raw materials.

Description

technical field [0001] The invention relates to the field of daily chemicals and the pharmaceutical industry, specifically an amphiphilic C-6-(4-(methylamino)-1,2,3-triazole) deoxyinulin derivative and its preparation and application. Background technique [0002] Inulin, also known as inulin, is a biological polysaccharide. It is produced by connecting D-fructofuranose molecules with β-(2,1) glycosidic bonds, and the end of each inulin molecule is connected with a glucose residue with α-(1,2) glycosidic bonds. The degree of polymerization is usually 2-60, and the average The degree of polymerization is 10. [0003] Inulin widely exists in some microorganisms and fungi in nature. However, it mainly exists in plants, such as Jerusalem artichoke, chicory, salsify, dahlia tubers, etc., among which Jerusalem artichoke is the main source of raw materials for inulin production. Jerusalem artichoke is commonly known as Jerusalem artichoke and ghost ginger. It is a perennial her...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/18A01N43/647A01P1/00A61K31/733A61P31/04
Inventor 郭占勇任剑明胡云霞冯艳董方李青
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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