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Preparation method of glycerol phosphatidylcholine

A technology of glycerol phosphatidylcholine and mixture, which is applied in the field of preparation of glycerol phosphatidylcholine, can solve the problems of unqualified optical rotation, racemization of chiral structure, complex process and other problems, and achieve high yield and high synthesis rate , the effect of simple preparation method

Active Publication Date: 2018-04-10
WUHU FOMAN BIOPHARMA CO LTD
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  • Abstract
  • Description
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Problems solved by technology

[0018] For the above-mentioned prior art, the purpose of the present invention is to overcome the low content of phosphatidylcholine in phospholipids when glycerol phosphatidylcholine is extracted from natural substances in the prior art, resulting in high final cost and easy hydrolysis process. Cause the racemization of the chiral structure, resulting in the unqualified optical rotation of the product, etc., and the traditional synthesis method has complex processes and high costs, thereby providing a glycerol phosphatidyl phosphatidyl compound with simple preparation method, high synthesis rate, and greatly reduced production cost. The preparation method of choline

Method used

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  • Preparation method of glycerol phosphatidylcholine
  • Preparation method of glycerol phosphatidylcholine
  • Preparation method of glycerol phosphatidylcholine

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preparation example Construction

[0032] The present invention provides a kind of preparation method of glycerol phosphatidylcholine, wherein, said preparation method comprises:

[0033] 1) mixing the compound shown in formula (I) with anhydrous sodium carbonate to prepare the mixture M1;

[0034] 2) Reflux the mixture M1 and (R)-(-)-3-chloro-1,2-propanediol in absolute ethanol to obtain the mixture M2;

[0035] 3) After filtering the mixture M2 and removing sodium chloride in the mixture M2 through membrane separation treatment, the filtrate M3 is obtained;

[0036] 4) After adding zinc chloride to the filtrate M3, it was dissolved in water to obtain a mixture M4;

[0037] 5) Pass the mixture M4 through the ion exchange resin and then filter the filtrate to obtain glycerol phosphatidylcholine;

[0038]

[0039] Among them, R is Ca 2+ or Mg 2+ .

[0040] The above design is achieved by mixing the compound shown in formula (I) with anhydrous sodium carbonate, and then placing the mixture M1 and (R)-(-)-3-...

preparation example 1

[0051] 1) At 25°C and -0.09MPa, slowly add 140g of phosphoric acid dropwise (the drop rate is 10 drops / s) to 100g of choline chloride crude product (containing 70% choline chloride), after the dropwise addition is completed The temperature was raised to 70°C for vacuum distillation until there was no distilled water, then the temperature was raised to 120°C and the pressure was controlled at -0.09MPa to react for 6h, and then 50g of water was added to terminate the reaction to obtain a phosphorylcholine chloride mixture;

[0052] 2) At 25° C., mix 100 g of the above-mentioned phosphorylcholine chloride mixture with 3000 g of calcium hydroxide aqueous solution (the mass fraction of calcium hydroxide is 15%) for 10 min until the pH of the system reaches 8 to obtain a metathesis mixture;

[0053] 3) At 25°C and 35Pa, the above-mentioned metathesis mixture was subjected to vacuum distillation until the solid was precipitated to obtain a solid-liquid mixture;

[0054] 4) Cool the a...

preparation example 2

[0057] 1) At 108°C, 100 g of (S)-3-chloro-1,2-propylene oxide, 60 g of water and 1.5 g of sulfuric acid were subjected to a ring-opening reaction for 6 hours to obtain a ring-opening mixture;

[0058] 2) At 25° C., 15 g of aqueous sodium hydroxide solution (the mass fraction of sodium hydroxide is 5%) and 100 g of the ring-opened mixture were neutralized for 15 minutes to obtain a neutralized mixture (pH 7.0);

[0059] 3) remove the water in the neutralized mixture by distillation under reduced pressure (the water content of the mixture after water removal is 0.3%), and then filter to obtain the filtrate;

[0060] 4) The filtrate was subjected to fractional distillation at 33pa and 126°C to obtain (R)-3-chloro-1,2-propanediol.

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Abstract

The invention discloses a preparation method of glycerol phosphatidylcholine, wherein the preparation method comprises: 1) mixing the compound shown in formula (I) with anhydrous sodium carbonate to prepare the mixture M1; 2) mixing The mixture M1 and (R)-(-)-3-chloro-1,2-propanediol are placed in absolute ethanol and refluxed to obtain the mixture M2; 3) the mixture M2 is filtered and treated by membrane separation to remove the chlorination in the mixture M2 After adding sodium, the filtrate M3 is obtained; 4) adding zinc chloride to the filtrate M3 and then adding water to dissolve to obtain the mixture M4; 5) passing the mixture M4 through the ion exchange resin and then filtering the filtrate to obtain glycerol phosphatidylcholine; Wherein, R is Ca2+ or Mg2+. Through the above design, the preparation method of glycerol phosphatidylcholine is not only simple, but also the yield is high, thereby realizing the effect of simple preparation method, high synthesis rate and greatly reducing production cost.

Description

technical field [0001] The invention relates to the field of preparation of glycerol phosphatidylcholine, in particular to a preparation method of glycerol phosphatidylcholine. Background technique [0002] Phospholipids are a general term for phosphate-containing lipid compounds, which are widely distributed in nature. Almost all cells contain phospholipids, which are the basic components of cell membranes and important living substances. At present, commercial phospholipids are generally extracted from soybeans, and the main components of phospholipids are phosphatidylcholine (PC), phosphatidylethanolamine (PE), phosphatidylinositol (PI), phosphatidylserine (PS), phosphatidic acid (PA) etc. In addition to its physiological activity, soybean lecithin also has the characteristics of emulsification, instant dissolution, wetting, dispersion, anti-oxidation, and solubilization, and is widely used in food, medicine, cosmetics, textiles, leather, feed and other fields. Due to ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/09
Inventor 苏福男
Owner WUHU FOMAN BIOPHARMA CO LTD
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