Fluorine-containing polysaccharide high-molecular compound and preparation method thereof

A polymer compound and polysaccharide technology, which is applied in the field of fluorine-containing polysaccharide polymer compounds and its preparation, can solve the problems of poor material stability, difficult reagent deoxygenation and fluorination, and low physical strength, so as to improve stability and strength, improve Physical and chemical properties, effects of good biocompatibility

Pending Publication Date: 2021-10-22
DEKE MEDTECH HANGZHOU INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] Natural polysaccharide polymer materials have advantages in biocompatibility, controlled degradation, non-toxicity, and application safety, but their material stability is poor and their physical strength is not high
In compound synthesis, especially drug synthesis, the introduction of fluorine atoms into target molecules can often change its physical and c

Method used

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  • Fluorine-containing polysaccharide high-molecular compound and preparation method thereof
  • Fluorine-containing polysaccharide high-molecular compound and preparation method thereof
  • Fluorine-containing polysaccharide high-molecular compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0046] Example 1

[0047] At 70 ° C oil bath, 0.161 g of chitosan, 4 ml acetonitrile, 6 ml of 20% KOH aqueous solution, 0.225 grams of 2-fluoronacyridine-4-formic acid placed under nitrogen protection The mixture was stirred in the tube for 3 hours, and the reaction formulation is as follows:

[0048]

[0049] After completion of the reaction, cooled to room temperature, 1 mole per liter of hydrochloride system was added to the aqueous phase pH test strip. Ethyl acetate and water were added, and the resulting organic phase was added to give a saturated brine, then anhydrous magnesium sulfate was dried, carnamed dry solvent, and 0.071 g of the product was divided into a silica gel chromatography column and 44% yield.

[0050] Infrared and flu fluoroscopy were performed on the preparation product, the result was IR (Thinfilm): 3263.57, 1550.10, 1400.78, 1300.55, 1026.29CM -1 , 19 F NMR (470MHz, H 2 O, 90 ° C, δ): - 177.7 (DT, J = 55.3, 34.3 Hz), the structural formula of the prepa...

Example Embodiment

[0052] Example 2

[0053] At 70 ° C oil bath, 0.161 g of glycan, 4 ml acetonitrile, 6 ml of 20% KOH aqueous solution, 0.225 grams of 5-fluoronacyridine-3-formic acid under nitrogen protection The mixture was stirred in the tube for 3 hours, and the reaction formulation is as follows:

[0054]

[0055] After completion of the reaction, cooled to room temperature, 1 mole per liter of hydrochloride system was added to the aqueous phase pH test strip. Ethyl acetate and water were added, and the obtained organic phase was added to give a saturated brine, then anhydrous magnesium sulfate was dried, carnamed dry solvent, divided by silica gel chromatography column, 0.049 g, 30% yield.

[0056] Infrared and flu fluoroscopy were performed on the preparation product, the result was IR (Thinfilm): 3263.57, 1550.10, 1400.78, 1300.55, 1026.29CM -1 , 19 F NMR (470MHz, H 2 O, 90 ° C, δ): - 177.7 (DT, J = 55.3, 34.3 Hz), the structural formula of the preparation product is as follows:

[0057] ...

Example Embodiment

[0058] Example 3

[0059] At 70 ° C oil bath temperature, 0.161 g of chitosan, 4 ml acetonitrile, 6 ml of 20% KOH aqueous solution, 0.225 grams of 2-fluoronacyridine-6-formic acid were placed under nitrogen protection The mixture was stirred in the tube for 3 hours, and the reaction formulation is as follows:

[0060]

[0061] After completion of the reaction, cooled to room temperature, 1 mole per liter of hydrochloride system was added to the aqueous phase pH test strip. Ethyl acetate and water were added, and the obtained organic phase was added to give a saturated brine, then anhydrous magnesium sulfate was dried, carnamed dry solvent, divided by silica gel chromatography column, 0.022 grams, 13% yield.

[0062] Infrared and flu fluoroscopy were performed on the preparation product, the result was IR (Thinfilm): 3263.57, 1550.10, 1400.78, 1300.55, 1026.29CM -1 , 19 F NMR (470MHz, H 2 O, 90 ° C, δ): - 177.7 (DT, J = 55.3, 34.3 Hz), the structural formula of the preparation pr...

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Abstract

The invention discloses a preparation method of a fluorine-containing polysaccharide high-molecular compound, which comprises the following step of: reacting a polysaccharide high-molecular compound with fluorosulfonyl picolinic acid for at least 30 minutes in a solvent in an alkaline environment at 0-80 DEG C to obtain the fluorine-containing polysaccharide high-molecular compound. The polysaccharide high-molecular compound is water-soluble, and each structural unit contains at least two hydroxyl groups. According to the fluorine-containing polysaccharide high-molecular compound and the preparation method thereof, fluorine atoms are introduced into the polysaccharide high-molecular compound, so that the physical and chemical properties are improved.

Description

Technical field [0001] The present application relates to the field of organic synthesis, and in particular, to a fluorine polysaccharide polymer compound and a preparation method thereof. Background technique [0002] Natural polysaccharide polymer materials have advantages in biocompatibility, control degradation, non-toxic, and application safety, but the stability of materials is poor, and the physical intensity is not high. In the compound synthesis, especially drug synthesis, fluorine atoms can generally change their physical and chemical properties in the target molecules, although there are many deprothal fluid reagents to be reported in the past 20 years, but their applicable environment It is generally an organic solvent, and the natural polysaccharide polymer material is soluble in the nature of the water disadvantaged in an organic solvent, which is difficult to be a general reagent deoxidin. Inventive content [0003] Based on this, a method of preparing a fluorine ...

Claims

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Application Information

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IPC IPC(8): C08B37/08C08B37/02C08B37/04C08B37/00C08B31/00C08B15/00
CPCC08B37/003C08B37/0009C08B37/0084C08B37/0057C08B31/00C08B37/0072C08B15/00
Inventor 王云兵邵南郑吉訾振军
Owner DEKE MEDTECH HANGZHOU INC
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