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Method for synthesizing PE (Phosphatidyl Ethanolamine)

A technology for synthesizing phosphatidylethanolamine and phosphatidylethanolamine, which is applied in the direction of phosphorus organic compounds, can solve the problems of low yield, large by-products, and unsuitability for industrial production, and achieve the effects of cost reduction, simple operation, and easy industrial production

Active Publication Date: 2010-08-18
EAST CHINA NORMAL UNIVERSITY +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These reported synthetic methods are based on compound I as raw material, and PE can be obtained by ring-opening with ammonia gas. This method will produce a large amount of by-products, and the yield is very low, so it is not suitable for industrial production.

Method used

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  • Method for synthesizing PE (Phosphatidyl Ethanolamine)
  • Method for synthesizing PE (Phosphatidyl Ethanolamine)
  • Method for synthesizing PE (Phosphatidyl Ethanolamine)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] 1.1 Compound II [R=CH 3 (CH 2 ) 14 ] preparation

[0021] Add 1.20g of compound I, 15ml of DMF and 0.23g of NaN at room temperature 3 , nitrogen protection, oil bath heating reaction, control the oil bath temperature 80 ~ 90 ℃, react for about 16h, after the reaction, cool to room temperature, add 40ml of methanol to dilute, filter, and distill the filtrate under reduced pressure to remove methanol at the water bath temperature below 60 ℃; Under the oil bath, the water pump distilled off DMF under reduced pressure, replaced it with an oil pump, and sucked the remaining DMF under reduced pressure to obtain 1.15 g of solid (compound II), with a yield of 88%.

[0022] 1 HNMR (CDCl 3 , 500 MHz): δ=0.88(t, 6H), 1.25(m, 52H), 2.30(m, 4H), 3.48(s, 2H), 3.99(s, 2H), 4.02(d, 2H), 4.18 (m, 1H), 4.40(d, 1H), 5.25(s, 1H).

[0023] MS (EI): m / e=740.

[0024] 1.2 Preparation of Compound PE, Phosphatidylethanolamine [R=CH 3 (CH 2 ) 14 ]

[0025] Add 1.15g raw material (com...

Embodiment 2

[0029] 2.1 Compound II [R=CH 3 (CH 2 ) 16 ] preparation

[0030] Add 1.29g of compound I, 15ml of DMF and 0.23g of NaN at room temperature 3 , nitrogen protection, oil bath heating reaction, control the oil bath temperature 80 ~ 100 ℃, react for about 16h, after the reaction, cool to room temperature, add 400ml of methanol to dilute, filter, and distill the filtrate to remove methanol under reduced pressure at a water bath temperature below 60 ℃; Under the oil bath, the water pump distilled off DMF under reduced pressure, replaced it with an oil pump, and suctioned the remaining DMF under reduced pressure to obtain 1.24 g of solid (Compound II), with a yield of 88%.

[0031] 1 H NMR (CDCl 3 , 500 MHz): δ=0.88(t, 6H), 1.25(m, 60H), 2.30(m, 4H), 3.48(s, 2H), 3.99(s, 2H), 4.02(d, 2H), 4.18 (m, 1H), 4.40(d, 1H), 5.25(s, 1H).

[0032] MS (EI): m / e=796.

[0033] 2.2 Preparation of compound PE, namely phosphatidylethanolamine [CH 3 (CH 2 ) 16 ]

[0034] Add 1.24g of raw m...

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Abstract

The invention provides a method for synthesizing PE (Phosphatidyl Ethanolamine), which comprises the following steps of: (a) carrying out a reaction of a compound I and sodium azide to obtain a compound II; and (b) hydrogenating the compound II to obtain the PE. The invention has short synthesis path, simple and convenient operation, low cost, high yield and easy industrial production.

Description

technical field [0001] The invention relates to the technical field of compound preparation, and more specifically refers to a method for synthesizing phosphatidylethanolamine. Background technique [0002] Phosphatidylethanolamine (PE) is an important class of phospholipid compounds. Its application was relatively early in the fields of food processing and health product research. With the continuous progress of research, especially high-purity phosphatidylethanolamine (PE) With the improvement of the preparation method, phosphatidylethanolamine (PE) is gradually applied to the field of pharmaceutical preparations. In the most active field of liposome technology today, high-purity phosphatidylethanolamine (PE) is not only an important raw material for liposome technology One of them, and its derivatives are showing increasing academic value and application value. [0003] Currently, the synthesis literature of phosphatidylethanolamine is reported by F.S.Roodsari, D.P.Wu, G...

Claims

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Application Information

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IPC IPC(8): C07F9/09
Inventor 罗宇夏文品吕伟
Owner EAST CHINA NORMAL UNIVERSITY
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