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A kind of preparation method and application of trans folic acid

A folic acid and sulfate technology, applied in the direction of organic chemistry, organic chemistry, etc., can solve the problem of not in-depth research on the production mechanism and control method of folic acid finished products, and achieve the effect of improving the quality control level of folic acid.

Active Publication Date: 2020-04-21
ZHEJIANG SHENGDA BIO PHARM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these methods are only from the perspective of how to remove pteroic acid impurities, and have not thoroughly studied the production mechanism and control methods of other impurities in folic acid products such as trans folic acid

Method used

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  • A kind of preparation method and application of trans folic acid
  • A kind of preparation method and application of trans folic acid
  • A kind of preparation method and application of trans folic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] (1) Synthesis of trans folic acid crude product

[0044] P-aminobenzoyl glutamic acid, triaminopyrimidine sulfate, trichloroacetone are dissolved in water, wherein based on mass ratio, p-aminobenzoyl glutamic acid: triaminopyrimidine sulfate: trichloroacetone: water = 1:1.2:2:120, control the pH of the reaction solution to 1, heat to 65°C, keep warm for 7 hours, dissolve the filter cake with ammonia water, filter, adjust the pH of the filtrate to 2 with HCl, and filter to obtain a crude product with a purity of 5.32%;

[0045] (2) Purification of trans folic acid

[0046] Dissolve the crude product in ammonia water, filter, and enter the filtrate into semi-preparative chromatography, 10ml each time, collect the effluent, combine and concentrate under reduced pressure, dilute the concentrated solution by 2 times with purified water, then enter semi-preparative chromatography, wash with 10% methanol by mass fraction out, collect the effluent, concentrate under reduced pr...

Embodiment 2

[0051] (1) Synthesis of trans folic acid crude product

[0052] P-aminobenzoyl glutamic acid, triaminopyrimidine sulfate, trichloroacetone are dissolved in water, wherein based on mass ratio, p-aminobenzoyl glutamic acid: triaminopyrimidine sulfate: trichloroacetone: water = 1: 1.3: 2.5: 130, control the pH of the reaction solution to 4, heat to 55°C, keep warm for 6 hours, dissolve the filter cake with ammonia water, filter, adjust the pH of the filtrate to 1.5 with HCl, and filter to obtain a crude product with a purity of 8.57%;

[0053] (2) Purification of trans folic acid

[0054] The crude product was dissolved with ammonia water, filtered, and the filtrate was put into semi-preparative chromatography, 10ml each time, the effluent was collected, combined, concentrated under reduced pressure, and the concentrated solution was diluted 2 times with purified water, then into semi-preparative chromatography, washed with 15% methanol by mass fraction out, collect the effluent...

Embodiment 3

[0056] (1) Synthesis of trans folic acid crude product

[0057] P-aminobenzoyl glutamic acid, triaminopyrimidine sulfate, trichloroacetone are dissolved in water, wherein based on mass ratio, p-aminobenzoyl glutamic acid: triaminopyrimidine sulfate: trichloroacetone: water = 1:1.4:2:150, control the pH of the reaction solution to 3, heat to 70°C, keep warm for 5 hours, dissolve the filter cake with ammonia water, filter, adjust the pH of the filtrate to 3 with HCl, and filter to obtain a crude product with a purity of 10.16%;

[0058] (2) Purification of trans folic acid

[0059] Dissolve the crude product in ammonia water, filter, and enter the filtrate into semi-preparative chromatography, 10ml each time, collect the effluent, combine and concentrate under reduced pressure, dilute the concentrated solution by 2 times with purified water, then enter semi-preparative chromatography, wash with 20% methanol by mass fraction out, collect the effluent, concentrate under reduced p...

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Abstract

The present invention relates to a preparation method of trans folic acid and its application. Using p-aminobenzoyl glutamic acid, triaminopyrimidine sulfate and trichloroacetone as raw materials, the chemical synthesis method can significantly improve the trans folic acid crude product. content, and then separated by preparative chromatography to obtain trans folic acid with a purity greater than 95%. The research of the invention is conducive to further research on the production mechanism and control method of trans folic acid, and can effectively improve the quality control level of folic acid.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of trans folic acid and its application in folic acid quality control. Background technique [0002] Trans-folate (isofolic acid): [0003] [0004] English name: N-4-[(2-amido-4-oxo-1,4-dihydro-7-terene)methylamino]benzoyl-L-glutamic acid. [0005] Chinese name: N-(4-((2-amino-4-hydroxy-7-pteridinyl)methyl)amino)benzoyl-L-glutamic acid. [0006] Trans folic acid is the folic acid impurity C in the EP Pharmacopoeia. [0007] Folic acid, also known as vitamin B9, is a water-soluble vitamin extracted and purified by Mitchell (H.K. Mitchell, 1941) from spinach leaves, hence the name folic acid. It can promote the maturation of immature cells in the bone marrow. If humans lack folic acid, it can cause megaloblastic anemia and leukopenia, which is especially important for pregnant women. [0008] Insufficient intake of folic acid can cause a var...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D475/04
CPCC07B2200/07C07D475/04
Inventor 庞正查陈敏张仲景刘露许文韬陈优富王程鹏陈蒙
Owner ZHEJIANG SHENGDA BIO PHARM
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