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Preparation method for glycerophosphatidylcholine

A technology of glycerol phosphatidyl choline and ion exchange resin is applied in the field of preparation of glycerol phosphatidyl choline, and can solve the problems of complex process, high cost, unqualified product optical rotation and the like

Active Publication Date: 2015-09-23
WUHU FOMAN BIOPHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 for glycerophosphatidylcholine
  • Preparation method for glycerophosphatidylcholine
  • Preparation method for glycerophosphatidylcholine

Examples

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preparation example Construction

[0034] The present invention provides a kind of preparation method of glycerol phosphatidylcholine, wherein, said preparation method comprises:

[0035]1) mixing the compound shown in formula (I) with anhydrous sodium carbonate to prepare the mixture M1;

[0036] 2) Reflux the mixture M1 and (R)-(-)-3-chloro-1,2-propanediol in absolute ethanol to obtain the mixture M2;

[0037] 3) Dilute the mixture M2 by 5-10 times and flow through the first ion exchange resin to obtain the mixture M3;

[0038] 4) Dilute the mixture M3 by 2-4 times and flow through the second ion exchange resin to obtain the mixture M4;

[0039] 5) Washing the mixture M4 with ethanol with a concentration of 70-90% by weight to obtain the mixture M5;

[0040] 6) Washing the mixture M5 with distilled water to obtain the mixture M6;

[0041] 7) Pass the mixture M6 through the third ion exchange resin and then filter the filtrate to obtain glycerol phosphatidylcholine;

[0042]

[0043] Among them, R is Ca...

preparation example 1

[0057] 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;

[0058] 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;

[0059] 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;

[0060] 4) Cool the a...

preparation example 2

[0063] 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;

[0064] 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);

[0065] 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;

[0066] 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 for glycerophosphatidylcholine. The preparation method comprises the steps: mixing a compound shown in the formula (I) with anhydrous sodium carbonate to prepare a mixture M1; putting the mixture M1 and (R)-(-)-3-chloro-1,2-propylene glycol in anhydrous ethanol for reflux to obtain a mixture M2; after diluting the mixture M2 by 5-10 times, flowing the mixture M2 through first ion exchange resin to obtain a mixture M3; after diluting the mixture M3 by 2-4 times, flowing the mixture M3 through second ion exchange resin to obtain a mixture M4; washing the mixture M4 by 70-90wt% ethanol to obtain a mixture M5; washing the mixture M5 by distilled water to obtain a mixture M6; after flowing the mixture M6 through third ion exchange resin, filtering the mixture M6 to obtain a filtrate so as to obtain the glycerophosphatidylcholine. The formula (I) is as shown in the description, wherein R is Ca2<+> or Mg2<+>. The effects of simple preparation method, high synthetic ratio and great reduction of production cost are achieved.

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 Applications(China)
IPC IPC(8): C07F9/09
Inventor 苏福男
Owner WUHU FOMAN BIOPHARMA CO LTD
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