ChemicalBook CAS DataBase List sn-Glycero-3-phosphocholine

sn-Glycero-3-phosphocholine synthesis

4synthesis methods

Product Name:sn-Glycero-3-phosphocholine
CAS Number:28319-77-9
Molecular formula:C8H20NO6P
Molecular Weight:257.22

10 g of phosphorylcholine chloride (1 equivalent, 228 mmol) was dissolved in 200 ml of methanol in a 500 ml three-necked round bottom flask equipped with a thermometer, a reflux condenser and a stirrer. Then, 5.1 g of potassium hydroxide (2 equivalents, 455 mmol) Lt; / RTI & gt; stirred for 1 hour. After warming the reaction to 65 ° C, 10 g of (R) -3-chloro-1,2-propanediol (2 eq, 452 mmol) was added slowly and refluxed for 16 hours to carry out the substitution reaction. After completion of the reaction, 10 ml of water was added to the concentrate obtained by concentration under reduced pressure, and the reaction product was diluted with acetone twice. The aqueous layer was concentrated under reduced pressure to obtain 11.60 g of L-α-glycerophosphorylcholine (sn-Glycero-3-phosphocholine; yield: 99%).

4826-71-5 Synthesis

4826-71-5
169 suppliers
$8.00/5g

57044-25-4
251 suppliers
$6.00/1g

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

Yield:28319-77-9 289 g

Reaction Conditions:

Stage #1: phosphorylcholine chloride, calcium saltwith sodium carbonate in water at 20; for 1 h;
Stage #2: (R)-oxiranemethanolReflux;Reagent/catalyst;Concentration;

Steps:

1 Example one

Add in the reactorPhosphorylcholine calcium salt (usually tetrahydrate) 330g and 300ml water,Stir until dissolvedA sodium carbonate solution with a concentration of 50% made of anhydrous sodium carbonate (106 g) and water was dropped and dropped at a rate of 10 ml/min. After the dropwise addition, the mixture was stirred at room temperature for 1 hour. The salt solution was passed according to the solubility of sodium chloride. Precipitation of sodium chloride in the reaction systemfilter. The filtrate was passed through a sulfonic acid ion column and eluted with water several times to HPLC without product.The solvent was distilled under reduced pressure and concentrated to a volume of 300 ml.66 g of (R)-chiral glycidol was added, and the reaction was stirred at reflux for 2-6 hours. HPLC showed no raw material, and the water was evaporated under reduced pressure and recrystallized from methanol to obtain 289 g of product. (HPLC > 99.7%)

References:

CN104628766,2017,B Location in patent:Paragraph 0044; 0045; 0046; 0047; 0048; 0049; 0050-0059

57090-45-6 Synthesis