Preparation method of non-hydrazine L-carnosine

A technology of carnosine and C-35, which is applied in the field of preparation of hydrazine-free L-carnosine, can solve problems such as human health hazards, achieve the effect of eliminating hydrazine residue, easy operation, and simple process

Inactive Publication Date: 2018-05-18
HUBEI HUNTIDE BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the use of hydrazine hydrate in the production process, L-carnosine products contain a certain amount of hydrazine residues (about 20ppm)
As we all know, hydrazine is a highly toxic chemical, which is harmful to human health.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 14.24g (4mmol) of phthaloyl-L-carnosine and propylamine (150mL) to a 500mL reaction bottle, stir the mixed system at 25°C for 8 hours, stop the reaction, distill off the propylamine, and add 300mL of absolute ethanol , stirred and refluxed, a white solid powder was precipitated, filtered, washed with 50 mL of ethyl acetate, dried to obtain 7.74 g of L-carnosine product, the yield was 88%, and hydrazine was not detected in the product.

Embodiment 2

[0019] Add 14.24g (4mmol) of phthaloyl-L-carnosine and n-butylamine (150mL) to a 500mL reaction bottle, and stir the mixed system at 25°C for 10 hours, stop the reaction, distill off n-butylamine, add Water ethanol 300mL, stirred and refluxed, white solid powder was precipitated, filtered, washed with 50 mL ethyl acetate, dried to obtain 7.93g of L-carnosine product, the yield was 90%, and hydrazine was not detected in the product.

Embodiment 3

[0021] Add 14.24g (4mmol) of phthaloyl-L-carnosine and n-butylamine (150mL) to a 500mL reaction bottle, and stir the mixed system at 25°C for 10 hours, stop the reaction, distill off n-butylamine, add 300mL of water and ethanol was stirred and refluxed, and a white solid powder was precipitated. After filtration, 2*40mL of ethyl acetate was washed and dried to obtain 7.81g of L-carnosine product with a yield of 89%. Hydrazine was not detected in the product.

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PUM

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Abstract

The invention discloses a preparation method of non-hydrazine L-carnosine, and belongs to the technical field of organic synthesis. The method comprises the following steps: reacting anhydrous o-benzoyl diformyl-L-carnosine with 5-10 times of weight of low fat serotonin at the temperature of 20-35 DEG C for 8-12 hours to remove a protecting group; and after reaction is finished, distilling to remove the low fat serotonin, adding a crystallization solvent for crystallization, and filtering, washing and drying to obtain the product, wherein the low fat serotonin is alkyl primary amine of C3-C8.The method has the advantages that the cost is low, energy consumption is also low, the operability is high, the obtained product L-carnosine does not contain toxic substance hydrazine, and thus, thesafety of the L-carnosine is fully guaranteed.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a preparation method of hydrazine-free L-carnosine. Background technique [0002] L-carnosine is widely found in mammalian brain, muscle and other tissues with nerve distribution, and its concentration in animals is about 20mmol / L, especially in chicken breast meat. L-carnosine can participate in and regulate various physiological activities of the human body. It has the functions of anti-oxidation, scavenging free radicals, chelating heavy metals, neuroprotection, promoting wound healing and anti-aging, so it has a wide range of functions in medicine, health care, hygiene and other fields. application prospects. [0003] At present, the chemical synthesis method of L-carnosine is mainly to first protect the amino group in β-alanine by phthalic anhydride, react to obtain phthalyl-β-alanine, and then condense with L-histidine The intermediate phthaloyl-L-carnosine was ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/64
CPCY02P20/55C07D233/64
Inventor 吴伟伟黄发勋雷玉平汪黎明鲍汝杨李健雄
Owner HUBEI HUNTIDE BIOTECH
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