Preparation method of phosphatidylglycerol monosodium salt containing two different side chains

A technology of phosphatidylglycerol and monosodium salt, applied in chemical instruments and methods, edible phospholipid compositions, phosphorus organic compounds, etc., can solve problems such as application limitations, easy oxidation, poor stability, etc., to reduce production costs and simplify The effect of high process, yield and purity

Pending Publication Date: 2020-04-24
HEFEI BOSIKC PHARMTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented new chemicals have several technical benefits that make them useful across various industries such as chemistry researchers, pharmaceutical companies, biotechnology firms, etc., making their work easier than previous methods like traditional ones. These improvements include improved efficiency during manufacturing processes, increased yields due to specific types of reactants being produced at once, reduced costs associated with producing these products through conventional means, and simplified procedures involved when creating certain molecules from starting materials.

Problems solved by technology

This patented technical problem addressed in this patent relates to improving the production efficiency and quality of naturally occurring phospholipides (PL) while reducing their instability during storage or use.

Method used

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  • Preparation method of phosphatidylglycerol monosodium salt containing two different side chains
  • Preparation method of phosphatidylglycerol monosodium salt containing two different side chains
  • Preparation method of phosphatidylglycerol monosodium salt containing two different side chains

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1: Preparation of 1,1,5,6-isopropylidene-D-mannitol

[0042] Add 40 g of zinc chloride and 200 g of acetone into the reaction flask, stir at 30° C. for 30 min, then add 20 g of D-mannitol, and continue stirring for 10 h. After the reaction was completed, 100 mL of saturated sodium chloride solution was added, extracted with 100 mL*2 of dichloromethane, allowed to stand and separated, and the organic phases were combined. Add 200mL of 5% ammonia solution to the organic phase, wash and separate the layers, then wash the lower layer with 5% ammonia solution, remove the lower organic phase, dry with anhydrous sodium sulfate, filter to remove the desiccant, concentrate the organic phase to obtain a white solid, After vacuum drying, 17.6 g of 1,1,5,6-isopropylidene-D-mannitol was obtained.

Embodiment 2

[0043] Example 2: Preparation of 1,1,5,6-isopropylidene-D-mannitol

[0044] Add 80 g of zinc chloride and 400 g of acetone into the reaction flask, stir at 30° C. for 30 min, then add 20 g of D-mannitol, and continue stirring for 2 h. After the reaction was completed, 300 mL of saturated sodium chloride solution was added, extracted with 200 mL*2 of dichloromethane, allowed to stand and separated, and the organic phases were combined. Add 300mL of 5% ammonia solution to the organic phase, wash and separate the layers, then wash the lower layer with 5% ammonia solution, remove the lower organic phase, dry with anhydrous sodium sulfate, filter to remove the desiccant, concentrate the organic phase to obtain a white solid, After vacuum drying, 18.1 g of 1,1,5,6-isopropylidene-D-mannitol was obtained.

Embodiment 3

[0045] Embodiment 3: preparation isopropylidene glycerol

[0046] Add 7 g of sodium bicarbonate, 17 g of 1,2,5,6-isopropylidene-D mannitol (intermediate 2), and 250 mL of water into the reaction flask, and stir to dissolve. Add 22 g of sodium periodate to the reaction flask under ice bath, complete the addition within 1 h, and react at room temperature for 2 h. Add 10 g of sodium chloride, stir to dissolve, remove the insoluble matter by filtration, add 10.5 g of sodium borohydride to the filtrate in an ice bath, and complete the addition within 1 h (pay attention to the temperature change of the reaction solution during the addition process to prevent the reaction solution from boiling), room temperature Reaction 2h. The reaction solution was extracted with 100 mL*3 of dichloromethane, and the organic phases were combined and dried over anhydrous sodium sulfate. The desiccant was removed by filtration, and the organic phase was concentrated under reduced pressure to obtain a c

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Abstract

The invention belongs to the technical field of compound preparation. The invention relates to a preparation method of phosphatidylglycerol monosodium salt, in particular to a preparation method of phosphatidylglycerol monosodium salt containing two different side chains. The preparation method comprises the following steps: taking D-mannitol as an initial raw material, heating D-mannitol in acetone to generate 1,1,5,6-isopropylidene-D-mannitol; carrying out sodium periodate oxidation and sodium borohydride reduction to obtain iso-propylidene glycerol; carrying out condensation reaction with fatty acid containing an R1 element, then removing acetal protective groups in the presence of acid; selectively protecting primary hydroxyl by using a silane protective agent, reacting secondary hydroxyl with another fatty acid containing a R2 element, removing silane protection, reacting the de-protected product with phosphorus oxychloride and iso-propylidene glycerol, removing acetal protectivegroups by using an acid, and finally carrying out a sodium salt treatment to obtain a final product. The synthesis of phosphatidyl monosodium salt containing two different side chains can be realized,and the production process is simple, environment-friendly and easy to operate.

Description

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Claims

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Application Information

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Owner HEFEI BOSIKC PHARMTECH CO LTD
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