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Method for preparing bi-axungia acyl-phosphatidylethanolamine

A technology of stearyl phosphatidylethanolamine and benzyl distearoylglyceride, which is applied in the direction of phosphorus organic compounds, etc.

Active Publication Date: 2012-02-29
CSPC ZHONGQI PHARM TECH (SHIJIAZHUANG) CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The object of the present invention is to overcome the deficiencies in the prior art, such as complex reaction conditions, cumbersome operations, low yield, and high toxicity of solvents used, and provide a compound two New preparation method of fatty acylphosphatidylethanolamine (I)

Method used

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  • Method for preparing bi-axungia acyl-phosphatidylethanolamine
  • Method for preparing bi-axungia acyl-phosphatidylethanolamine
  • Method for preparing bi-axungia acyl-phosphatidylethanolamine

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Experimental program
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Effect test

Embodiment 1

[0042] Embodiment 2: Preparation of isopropylidene-D-mannitol

[0043] 100g (0.73mol) of zinc chloride was dissolved in 500ml of acetone solution, heated to reflux for 30 minutes, added 50g (0.27mol) of D-mannitol to continue the reaction for 2 hours, then added 200ml of chloroform, and extracted with 200ml of saturated sodium chloride for phase separation. Add 400 ml of 5% ammonia solution to the organic phase, dry the organic phase with anhydrous magnesium sulfate, and concentrate by rotary evaporation to obtain 49 g of white solid product isopropylidene-D-mannitol.

Embodiment 2

[0044] Embodiment 3: preparation isopropylidene glycerol

[0045] Dissolve 53.9g (0.25mol) of sodium periodate in 430ml of water, add 36g (0.14mol) of isopropylidene D-mannitol in 180ml of isopropanol solution, control the temperature at 35°C, react for 50 minutes, and then add 860ml isopropanol, filter the insoluble matter, add 15.8 g (0.42 mol) of sodium borohydride to the filtrate, continue the reaction for 30 minutes, and control the temperature at 40 ° C, then extract, dry, and concentrate under reduced pressure to obtain a yellow-green liquid, which is then reduced to Pressure distillation obtained 32 g of isopropylidene glycerol. Bp. 10mm 77-79°C, [α] 20 D +15.2.

Embodiment 3

[0046] Embodiment 4: preparation isopropylidene glycerol

[0047] Dissolve 44.9g (0.21mol) of sodium periodate in 225ml of water, add 36g (0.14mol) of isopropylidene-D-mannitol in 150ml of methanol solution, control the temperature at 40°C, react for 20 minutes, then add 113ml of methanol , filter the insoluble matter, add 11.7g (0.31mol) of sodium borohydride to the filtrate, continue the reaction for 10 minutes, control the temperature at 60°C, then extract, dry, and concentrate under reduced pressure to obtain a yellow-green liquid, which is then obtained by distillation under reduced pressure 30.1 g of isopropylidene glycerol. Bp. 10mm 77-79°C, [α] 20 D +15.21.

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Abstract

The present invention relates to a novel method for preparing di-fatty acyl phosphatidylethanolamine as an accessory used in the technology of lipidosomes. In the preparation method, D-mannite is used as starting material, which is thermally reacted with acetone to produce isopropylidene glycyl alcohol that is then reacted with benzyl chloride, phenmethyl is introduced into molecules, 3-phenmethyl glycyl alcohol is produced after deacetonization, subsequently, esterification is carried out to produce 3-phenmethyl di-fatty acyl glyceride, di-fatty acyl glyceride is produced after hydrogenolysis debenzylation, and finally, the di-fatty acyl glyceride is reacted with phosphorus oxychloride and neovaricaine to produce the compound, di-fatty acyl phosphatidylethanolamine.

Description

technical field [0001] The invention relates to a preparation method of a new auxiliary material di-fatty acylphosphatidylethanolamine used in liposome technology. Background technique [0002] Liposomes were first discovered by British scholar Bangham when he dispersed phospholipids in water for electron microscope observation. Phospholipids are dispersed in water to form multilayered vesicles, and each layer is a lipid bilayer. Later, this bimolecular vesicle with a structure similar to a biological membrane is called a liposome. In 1971, British Liman and others began to use liposomes as drug carriers. Since then, liposome, as a new dosage form of targeted drug delivery system, has attracted worldwide attention. [0003] Phospholipids play an important role in liposome technology, and phospholipids include natural phospholipids and synthetic phospholipids. Difatty acylphosphatidylethanolamine (I) belongs to a kind of synthetic phospholipid, wherein RCOO in the compoun...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/09
Inventor 吴立红史颖郑利刚刘亚英陈玉洁
Owner CSPC ZHONGQI PHARM TECH (SHIJIAZHUANG) CO LTD
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