ChemicalBook CAS DataBase List 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE synthesis

6synthesis methods

Product Name:1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
CAS Number:63-89-8
Molecular formula:C40H80NO8P
Molecular Weight:734.04

28319-77-9 Synthesis

28319-77-9
435 suppliers
$5.00/250mg

57-10-3 Synthesis

57-10-3
528 suppliers
$5.00/250mg

1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

63-89-8
233 suppliers
$20.00/100mg

Yield:63-89-8 80.3%

Reaction Conditions:

Stage #1:L-glycero-3-phosphorylcholine;1-hexadecylcarboxylic acid with dmap in dichloromethane for 0.333333 h;
Stage #2: with dicyclohexyl-carbodiimide in dichloromethane for 8 h;

Steps:

1-4; 1-4 Comparative Example 1 (beating once):
Add 5g of GPC (glycerophosphocholine) to the reaction bottle,Palmitic acid 18g, DMAP 8.5g and dichloromethane 200mL,After stirring for 20min, DCC 16.5g was added and the reaction was stirred for 8h,A large amount of white solid precipitated.Remove DCU by filtration, concentrate under reduced pressure and add 200mL cyclohexane,After stirring at 20 ° C for 1h, the precipitated insoluble materials were removed by filtration,After concentrating the filtrate, add acetone / butanone mixed solvent (volume ratio 1.0: 0.5, total 200mL),After 4 hours of beating at 20 ° C, suction filtration was carried out, the filter cake was taken out, and vacuum dried to obtain a white powdery solid.Add the white powder to the mixed solvent of methyl ethyl ketone / isopropanol (volume ratio 1.0: 0.05, 100mL in total), heat to 80 hot melt, slowly cool to 20 , stir and crystallize, filter and add the filter cake again In the mixed solvent of ketone / isopropanol (volume ratio 1.0: 0.05, total 100mL),Heat to 60 hot melt, slowly cool to 0 , stir crystallization,After suction filtration and vacuum drying, 11.5 g of product was obtained, the yield was 80.3%, and the product purity was 91.7%.

References:

Hefei Bosi Ke Chuang Pharmaceutical Technology Co., Ltd.;Guo Hui CN111057099, 2020, A Location in patent:Paragraph 0008; 0021-0036

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