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Cyclodextrin porous liquid material and application

A liquid material, cyclodextrin technology, applied in the direction of analyzing materials, material separation, instruments, etc., can solve the problems of small processing capacity and high cost, and achieve the effect of large processing capacity, low cost and easy operation.

Active Publication Date: 2020-11-27
CHINA UNIV OF PETROLEUM (EAST CHINA)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In recent years, commonly used chiral separation methods include spectroscopy, chromatography, and electrochemical sensor methods, which have the advantages of high sensitivity and good applicability, but these methods require the use of large-scale equipment, etc., and the cost is high and the throughput at one time smaller

Method used

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  • Cyclodextrin porous liquid material and application
  • Cyclodextrin porous liquid material and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Will α -Cyclodextrin (1.2244 g, 1.26 mmol), imidazole-1-acetyl chloride (1.3542 g, 9.37 mmol) and 30 mL N,N-dimethylformamide were placed in a round bottom flask, and then triethylamine (0.9777 g, 9.66 mmol) was added to a round bottom flask, stirred and reacted at 0°C, and the reaction time was 24 h to obtain a reaction mixture, which was filtered with suction to obtain a filtrate, which was added dropwise to 100 mL of acetone, and filtered with suction to obtain a solid precipitate The solid precipitate was dried at 80°C for 4 hours to obtain 0.6685 g of α-cyclodextrin esterification product with a yield of 49.18%. will get α - The cyclodextrin esterification product (0.6685 g, 0.62 mmol) was mixed with dimethyl phosphite (1.0921 g, 9.92 mmol), and reacted under a microwave with a power of 40W to obtain a liquid, which was dried at 80°C for 4 hours to obtain α - Cyclodextrin porous liquid material 0.7124 g, yield: 96.71%.

Embodiment 2

[0024] Will β -Cyclodextrin (2.6158 g, 2.30 mmol), imidazole-1-acetyl chloride (2.6363 g, 18.24 mmol) and 30 mL of N,N-dimethylformamide were placed in a round bottom flask, and then triethylamine (1.4723 g, 14.55 mmol) was added to a round bottom flask, stirred and reacted at 12°C, and the reaction time was 28 h to obtain a reaction mixture, which was filtered with suction to obtain a filtrate, which was added dropwise to 100 mL of acetone, and filtered with suction to obtain a solid Precipitate, the solid precipitate was dried at 80°C for 4h to obtain β - Cyclodextrin esterification product 1.9704 g, yield: 68.82%. will get β - The cyclodextrin esterification product (1.9704 g, 1.59 mmol) was mixed with dibutyl phosphite (7.7215 g, 39.76 mmol), and reacted under a microwave with a power of 200 W to obtain a liquid, which was dried at 80°C for 4 hours, get β - Cyclodextrin porous liquid material 1.8569 g, yield: 87.86%.

Embodiment 3

[0026] Will gamma -Cyclodextrin (1.4911 g, 1.15 mmol), imidazole-1-acetyl chloride (1.5052 g, 10.41 mmol) and 30 mL of N,N-dimethylformamide were placed in a round-bottomed flask, and triethylamine (1.0567 g, 10.44 mmol) was added to a round-bottomed flask, stirred and reacted at 25°C, and the reaction time was 36 h to obtain a reaction mixture, which was filtered with suction to obtain a filtrate, which was added dropwise to 100 mL of acetone, and filtered with suction to obtain a solid Precipitate, the solid precipitate was dried at 80°C for 4h to obtain gamma - Cyclodextrin esterification product 0.7922 g, yield: 49.07%. will get gamma - The cyclodextrin esterification product (0.7922 g, 0.56 mmol) was mixed with dioctyl phosphite (5.2014 g, 17.00 mmol), and reacted under a microwave with a power of 40 W to obtain a liquid, which was dried at 80°C for 4 hours, get gamma - Cyclodextrin porous liquid material 0.7415 g, yield: 76.95%.

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Abstract

The invention provides a cyclodextrin porous liquid material for chiral separation of pyrimidine nucleoside enantiomers. The invention discloses a preparation method of the cyclodextrin porous liquidmaterial designed for the first time and a separation effect of chiral separation of pyrimidine nucleoside enantiomers.

Description

technical field [0001] The invention belongs to the technical field of chiral separation of drug molecules by porous liquid materials, and in particular relates to a preparation method of a cyclodextrin porous liquid material and a method for chiral separation of pyrimidine nucleoside enantiomers. Background technique [0002] Chirality has continued to receive extensive attention since its discovery. Chirality is a basic phenomenon in nature. Biological macromolecules and many active substances that are closely related to life activities have chiral characteristics. Since biologically active substances are optically active, the chiral drug enantiomers that interact with them usually exhibit different or even opposite pharmacological effects. Usually one enantiomer is biologically active and the other is not and may even be toxic. For example, the present invention uses β - L -2'-deoxythymidine and β - L -2'-deoxycytidine has anti-hepatitis effect, and its price is hig...

Claims

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Application Information

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IPC IPC(8): C08J9/28C08L5/16C08B37/16G01N30/02
CPCC08J9/28C08B37/0012G01N30/02C08J2305/16
Inventor 夏道宏王燕朱丽君孙亚伟
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)
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