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Synthesis method of L-alpha-glyceryl phosphoryl choline

A technology of glycerol phosphorylcholine and synthesis method, which is applied in the direction of edible phospholipid composition, protein food ingredients, food science, etc., can solve the problems of unsuitability for industrialization, low flexibility, and many synthesis steps, and achieve easy industrial transformation , simple process, simple purification effect

Inactive Publication Date: 2013-07-10
SHANDONG LUOXIN PARMACEUTICAL GROUP STOCK CO LTD
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  • Abstract
  • Description
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  • Application Information

AI Technical Summary

Problems solved by technology

Its characteristic is that there are many synthetic steps and little flexibility. Generally, protective groups are used. In addition to the preparation of general basic phospholipids, optical activity experiments are also carried out; there are also reports in the literature that soybean lecithin is hydrolyzed and then converted into chromium chloride salt to prepare GPC. , the reaction is relatively simple for total synthesis, but it is not easy to purify, and the post-treatment involves the removal of highly toxic chromium chloride, which is not suitable for industrialization

Method used

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Embodiment Construction

[0019] In order to make the purpose, technical solution and advantages of the present invention clearer, the present invention will be further described in detail below.

[0020] Preparation of L-α-glycerophosphatidylcholine (L-α-GPC) scale-up

[0021] Feeding ratio table

[0022] name

molecular weight

Feeding amount

moles

The molar ratio of

Soy Lecithin (PC)

788.13

231Kg

293.1

1.4

Sodium methoxide

54.02

11.1Kg

205.08

1

732 resin

180Kg

D311 resin

180Kg

717 resin

180Kg

D152 resin

180Kg

Methanol

90L+30L

distilled water

/

390L

petroleum ether

90L

[0023] Operation process

[0024] Add PC, sodium methoxide, and methanol (90L) into a 100L reaction kettle at room temperature, stir until the solid is compl...

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Abstract

The embodiment of the invention discloses a synthesis method of L-alpha-glyceryl phosphoryl choline. The synthesis method comprises the following steps of: adding lecithin into a methanol solution, adding an alkali metal alkoxide catalyst into the solution, and performing hydrolysis reaction to remove an acyl group; regulating the pH of the solution to 5-6 by using an organic acid or an inorganic acid; extracting the solution after regulating the pH by using petroleum ether, and removing fat-soluble impurities in the solution; further removing inorganic salts and the impurities through strongly acidic, strongly alkaline, weakly acidic and weakly alkaline resin to obtain a sticky matter-like L-alpha-glyceryl phosphoryl choline crude product; and dissolving the sticky matter-like L-alpha-glyceryl phosphoryl choline crude product with methanol, adding acetone to precipitate crystals, and then performing suction filtration and drying to obtain a white solid finished product. The synthesis method disclosed by the invention has the advantages of simple process, low price of raw materials, easiness in acquisition of the raw material, simplicity in purification, low equipment requirements and easiness in implementation of industrial transformation.

Description

technical field [0001] The invention relates to the field of glycerol phosphorylcholine, in particular to a method for synthesizing L-alpha-glycerophosphorylcholine. Background technique [0002] The structure of L-α-glycerophosphorylcholine is simple, and the literature reports are mainly obtained by total synthesis or hydrolysis of soybean lecithin. There are many literature reports at home and abroad about the preparation method of GPC, such as the literature J.Am.Chem.Soc ., 1948, 70, 1394-1399; Kanu M. Petl, et al. , Journal of Lipid Research, 1979, Vol20, 674-677; Patent ES2019552A6; Patent US5250719, US5433833A. In the preparation process disclosed in the above-mentioned documents, the target compound is synthesized through the formation of phospholipid bonds after using the total synthesis method, generally using glycerol or other compound skeletons as precursors, after long-chain alkylation or acylation. Its characteristic is that there are many synthetic steps an...

Claims

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Application Information

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IPC IPC(8): C07F9/10
Inventor 阮朝滨侯善波李晓峰徐淑周
Owner SHANDONG LUOXIN PARMACEUTICAL GROUP STOCK CO LTD
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