Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method of (R)-3-hydroxybutyrate

A technology of hydroxybutyrate and hydroxybutyric acid, which is applied in the preparation of carboxylic acid esters/lactones, separation/purification of carboxylic acid compounds, organic chemistry, etc., can solve the problems of poor quality stability, long production cycle, and high cost. Achieve the effects of low production equipment and environmental requirements, high quality stability, and simple production operations

Pending Publication Date: 2022-04-26
MEDPHA CO LTD
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the preparation of (R)-3-hydroxybutyrate mainly has the following problems: (1) chemical raw materials are used for synthesis, and the optical purity of (R)-3-hydroxybutyrate obtained is low; in addition, chemical raw materials are easy to introduce heavy metals , and it is difficult to remove, which will easily lead to a relatively high amount of heavy metal residues
(2) (R)-3-hydroxybutyric acid prepared by PHB biodegradation method, although its optical purity is high, has the disadvantages of slow fermentation process, long production cycle, low efficiency, high cost, and poor quality stability
If the temperature is slightly lower, the hydrolysis takes too long and the yield is low
(4) Use a weak base to hydrolyze PHB to prepare (R)-3-hydroxybutyrate, even if it is hydrolyzed at a higher temperature, it will take too long to hydrolyze and the production efficiency will be low

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] A preparation method for (R)-3-hydroxybutyrate sodium, comprising the following steps:

[0039]Take 4g of PHB powder (poly(R)-3-hydroxybutyric acid powder, particle size is 1-10 microns, viscosity-average molecular weight is 300,000 Daltons, purity 98%), add in 500mL three-necked flask, add 150mL anhydrous Ethanol, stirred, boiled and refluxed at 80°C for 5 hours. Then adjust the temperature to 65° C., add 150 mL of aqueous solution in which 8 grams of sodium bicarbonate has been dissolved, and continue stirring for half an hour. Then add lipase 0.03g (enzyme activity is 20000U / g), insulated and stirred to react for 12 hours. Filter the insoluble matter to obtain a clear filtrate, and add 1 mol / L hydrochloric acid dropwise to the filtrate until the pH of the system is neutral. Then, under the condition of 50°C, evaporate under reduced pressure to remove ethanol and possible residual hydrogen chloride. Sodium chloride was precipitated during the concentration, and the...

Embodiment 2

[0042] A preparation method for (R)-3-hydroxybutyrate sodium, comprising the following steps:

[0043] Take 4g of PHB powder (particle size is 1-10 microns, viscosity-average molecular weight is 300,000 Daltons, purity 98%) into a 500mL three-neck flask, add 150mL absolute ethanol, stir, and boil and reflux at 80°C for 5 hours. Then adjust the temperature to 65°C, add 150 mL of aqueous solution in which 8 grams of sodium bicarbonate has been dissolved, keep stirring and react for 28 hours to obtain a clear liquid, and add 1 mol / L hydrochloric acid to the clear liquid until the pH of the system is neutral. Then, under the condition of 50°C, evaporate under reduced pressure to remove ethanol and possible residual hydrogen chloride. Sodium chloride was precipitated during the concentration, and the solid and liquid were separated to obtain the filtrate. In a drying room with a humidity not higher than 15%, the filtrate was spray-dried with an air inlet temperature of 120° C. to ...

Embodiment 3

[0045] A preparation method for (R)-3-hydroxybutyrate potassium, comprising the following steps:

[0046] Take 4g of PHB powder (particle size is 1-10 microns, viscosity-average molecular weight is 300,000 Daltons, purity 98%) into a 500mL three-neck flask, add 150mL absolute ethanol, stir, and boil and reflux at 80°C for 5 hours. Then adjust the temperature to 65° C., add 150 mL of aqueous solution in which 8.5 grams of potassium bicarbonate has been dissolved, and continue stirring for half an hour. Then add lipase 0.03g (enzyme activity is 20000U / g), insulated and stirred to react for 12 hours. Filter the insolubles to obtain a clear filtrate, and add 0.5 mol / L nitric acid dropwise to the filtrate until the pH of the system is neutral. Then, at 50°C, evaporate under reduced pressure for 2 hours to remove ethanol. After concentrating and cooling down to 20-25°C, potassium nitrate is precipitated, separated from solid and liquid to obtain a filtrate. In a drying room with ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
particle diameteraaaaaaaaaa
particle diameteraaaaaaaaaa
viscosity average molecular weightaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of medicine preparation, and discloses a preparation method of (R)-3-hydroxybutyrate. The preparation method comprises the following steps: adding an organic solvent into poly (R)-3-hydroxybutyric acid, and heating and refluxing; then adding alkali liquor and / or lipase for reaction, adding acid to adjust pH after the reaction is finished, and then carrying out evaporation concentration, impurity removal and drying to obtain the product. The preparation method provided by the invention comprises the following steps: firstly, adding an organic solvent to dissolve and permeate poly (R)-3-hydroxybutyric acid so as to destroy the crystal structure of poly (R)-3-hydroxybutyric acid and reduce the crystallinity of poly (R)-3-hydroxybutyric acid, and then preparing (R)-3-hydroxybutyrate in an alkaline hydrolysis and / or enzymolysis manner. The production operation is simple, and the requirements on production equipment and environment are low; the production period is short, the production efficiency is high, the cost is low, and industrial mass production can be realized; and the prepared (R)-3-hydroxybutyrate has high purity and high yield, and the quality stability of different batches of products is high.

Description

technical field [0001] The invention belongs to the technical field of medicine preparation, and in particular relates to a preparation method of (R)-3-hydroxybutyrate. Background technique [0002] 3-Hydroxybutyric acid (3-HB) is the monomeric form of the natural high polymer poly(R)-3-hydroxybutyric acid (PHB), and exists in the pure R configuration in the natural state. As an important ketone body in the body, 3-hydroxybutyric acid is produced by the degradation of long-chain fatty acids in the liver, and is transported to peripheral tissues through the blood to regulate the functions of the body. Studies have found that 3-hydroxybutyric acid has great application value and prospects in the health care products, food and pharmaceutical industries, including: losing weight; stimulating the expression of various health-promoting genes; reducing the occurrence of inflammatory complications; improving exercise performance and training efficiency; enhance metabolic efficiency...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/09C07C51/42C07C51/43C07C59/01C12P7/42
CPCC07C51/09C07C51/42C07C51/43C12P7/42C07C59/01
Inventor 戴宏海薛凌云吕金艳余柳松
Owner MEDPHA CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com