Thiophospholipid compound and production method thereof
A technology of phospholipid compounds and thiophospholipids, which is applied in the directions of edible phospholipid compositions, chemical instruments and methods, and compounds of elements in Group 5/15 of the periodic table, etc. particles, etc., to achieve a good hydrophilic effect
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[0023] Its preparation method comprises the following steps (partial bis-n-alkyl dithio-n-alkanoic acid glycerophosphorylcholine synthetic route such as figure 1 shown):
[0024] 1) Dissolve 10-12 mmoles of 1-n-alkene and 10 mmoles of 1-mercapto n-alkanoic acid in 100 ml of dichloromethane, add 0.05-0.5 mmoles of 2,2-dimethoxy-2-benzene Base acetophenone, light-triggered click chemical reaction at 20-50°C for 1-6 hours, rotary evaporation to remove dichloromethane, separation and purification with silica gel column chromatography to obtain thioalkanoic acid;
[0025] 2) The above thioalkanoic acid was dissolved in 50 ml of dichloromethane, activated by adding N,N'-carbonyldiimidazole for 0.5-4 hours, adding 1,8-diazabicyclo[5.4.0]undecyl- 30 ml of dimethyl sulfoxide mixed solution of 7-ene and glycerophosphocholine, stirred and reacted at 20-60°C for 3-24 hours; after the reaction was completed, separation and purification were performed to obtain a white solid product, glyce...
Embodiment 1
[0033] Bis-decylthiopropionyl glycerophosphocholine:
[0034] A kind of phospholipid compound, this compound is bis-n-decyl thiopropionate glycerophosphocholine (synthetic route sees figure 1 , where m gets 2, n gets 9), its structure is:
[0035]
[0036] Its preparation steps are as follows:
[0037] 1), 10 millimoles of 1-decene, 10 millimoles of 1-mercaptopropionic acid are dissolved in 100 milliliters of dichloromethane of solvent, add 0.05 millimoles 2,2-dimethoxy-2-phenylacetophenone ( DMPA), 365 nanometers of ultraviolet light at room temperature triggers a click chemical reaction for 1 hour, evaporates to remove the solvent, and uses silica gel column chromatography (eluent: dichloromethane / methanol, volume ratio 20 / 1) to separate and purify to obtain thioalkanoic acid;
[0038] 2), the above-mentioned thioalkanoic acid was dissolved in 100 ml of dichloromethane, 20 mmoles of N,N'-carbonyldiimidazole was added for activation for 1 hour, and 1,8-diazabicyclo[5.4.0...
Embodiment 2
[0040] Bis-Lauryl Thiopropionyl Glycerophosphocholine:
[0041] A kind of phospholipid compound, this compound is bis-n-dodecyl thiopropionyl glycerylphosphocholine (synthetic route sees figure 1 , where m gets 2, n gets 11), its structure is:
[0042]
[0043] Its preparation steps are as follows:
[0044] 1), 12 millimoles of 1-dodecene and 10 millimoles of 1-mercaptopropionic acid were dissolved in 150 milliliters of dichloromethane as a solvent, and 0.05 millimoles of 2,2-dimethoxy-2-phenylacetophenone was added , 365 nanometers of ultraviolet light at room temperature triggers a click chemical reaction for 2 hours, evaporates to remove the solvent, and uses silica gel column chromatography (eluent: dichloromethane / methanol, volume ratio 20 / 1) to separate and purify to obtain thioalkanoic acid;
[0045] 2), the above-mentioned thioalkanoic acid product was dissolved in 150 ml of dichloromethane, 20 mmol of N,N'-carbonyldiimidazole was added for activation for 1 hour, ...
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