28319-77-9

Basic information

• Product Name: Choline glycerophosphate
• Synonyms: ,hydroxide,innersalt,(r)-;2-(((2,3-dihydroxypropoxy)hydroxyphosphinyl)oxy)-n,n,n-trimethyl-ethanaminiu;glycerophosphocholine;hydroxide,2,3-dihydroxypropylhydrogenphosphate,innersalt,d-cholin;l-alpha-glycerophosphocholine;SN-GLYCERO-3-PHOSPHOCHOLINE;SN-GLYCERO-3-PHOSPHOCHOLINE INNER SALT;SN-GLYCEROPHOSPHORYLCHOLINE (EGG)
• CAS NO: 28319-77-9
• Molecular Formula: C₈H₂₀NO₆P
• Molecular Weight: 257.22
• EINECS: 248-962-2
• Product Categories: Activity Other;Activity;Enzyme Substrates;Smart drug;pharmaceutical ingredients;GPC
• Mol File: 28319-77-9.mol

Chemical Properties

• Melting Point: 142.5-143°
• Boiling Point: 480℃[at 101 325 Pa]
• Flash Point: 11 °C
• Appearance: /solid
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: −20°C
• Solubility: DMSO (Slightly, Heated, Sonicated), Methanol (Sparingly), Water (Sparingly)
• Water Solubility: 1000g/L at 25℃
• Stability: Very Hygroscopic
• CAS DataBase Reference: Choline glycerophosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Choline glycerophosphate(28319-77-9)
• EPA Substance Registry System: Choline glycerophosphate(28319-77-9)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45-24/25
• RIDADR: UN 1230 3/PG 2
• WGK Germany: 2
• RTECS: KH2775000
• Hazardous Substances Data: 28319-77-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Choline glycerophosphate is used as a nootropic for the treatment of age-associated memory impairment. It acts indirectly on cholinergic transmission by increasing the synthesis of acetylcholine, which helps improve cognitive function and memory.
Used in Synthesis of Glycerophospholipids:
Choline glycerophosphate is used as a precursor in the synthesis of glycerophospholipids, which are essential components of cell membranes and play a crucial role in various cellular processes.
Used in Choline Biosynthesis:
As a precursor in choline biosynthesis, Choline glycerophosphate is involved in the production of choline, which is an essential nutrient for humans and plays a vital role in various physiological processes, including the synthesis of cell membranes and the transmission of nerve impulses.
Used in Rescue of Choline Auxotrophy:
L-α-Glycerophosphorylcholine has been used to rescue choline auxotrophy, a condition where an organism is unable to synthesize choline and requires an external source to survive and function properly.
Brand Name:
Delecit is a brand name under which Choline alfoscerate, a form of Choline glycerophosphate, is marketed for its nootropic effects and potential benefits in treating age-associated memory impairment.

Originator

Sandoz; Italfarmaco (Italy)

Flammability and Explosibility

Notclassified

Biochem/physiol Actions

Increases inositol phosphate formation.

InChI:InChI=1/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1

Synthetic route

(2R)-3-chloro-1,2-propanediol (57090-45-6) + phosphorylcholine chloride (107-73-3) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
Stage #1: phosphorylcholine chloride With potassium hydroxide In methanol for 1h; Stage #2: (2R)-3-chloro-1,2-propanediol In methanol at 65℃; for 16h; Temperature;	99%
Stage #1: phosphorylcholine chloride With potassium hydroxide In ethanol for 0.5h; Stage #2: (2R)-3-chloro-1,2-propanediol In ethanol at 75 - 85℃; for 6h;	79.6%

(R)-3-glycerylcycloethyl phosphate + trimethylamine (75-50-3) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
In ethanol at 20℃; for 5h;	92.11%

(R)-1,2-diacetoxy glycerylphosphoryl choline (54672-38-7) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 0.0833333h;	91%

(2R)-3-chloro-1,2-propanediol (57090-45-6) + phosphorylcholine chloride potassium salt → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
at 60 - 65℃; for 48h; Temperature;	78.6%

(2R)-3-chloro-1,2-propanediol (57090-45-6) + C5H13NO4P(1-)*Cl(1-)*2Na(1+) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
at 80 - 85℃; for 50h;	77.8%
In ethanol Reflux;	7.8 g

C8H21NO6P(1+)*Cl(1-) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
With 717 type ion exchange resin In ethanol; water at 0℃; for 4h;	77%

phosphorylcholine chloride potassium salt + (2S)-3,4-dimethoxybenzylglycidol → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
In methanol; water Solvent; Reflux;	72.3%

(R)-4-bromomethyl-2-methyl-2-ethyl-1,3-dioxolane → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
Stage #1: (R)-4-bromomethyl-2-methyl-2-ethyl-1,3-dioxolane With sodium hydroxide In isopropyl alcohol at 82℃; for 30h; Stage #2: With sulfuric acid In ethanol; water; isopropyl alcohol	67.9%

phosphorylcholine chloride (107-73-3) + (R)-oxiranemethanol (57044-25-4) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
In ethanol at 75 - 85℃; for 12h;	67.5%

C9H15IO2 → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
Stage #1: C9H15IO2 With potassium hydroxide In ethanol at 85℃; for 15h; Stage #2: With hydrogenchloride In methanol; ethanol; water	66.5%

phosphorylcholine chloride potassium salt + (R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane (57044-24-3) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
Stage #1: (R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane With potassium carbonate In methanol at 65℃; for 18h; Stage #2: phosphorylcholine chloride potassium salt With hydrogenchloride In methanol; water	65.1%

all cis-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) + L-dipalmitoylphosphatidylcholine (63-89-8) → L-glycero-3-phosphorylcholine (28319-77-9) + 1-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-sn-glycero-3-phosphocholine + PC(36:5)

Conditions	Yield
With Rhizomucor miehei lipase Product distribution; Substitution; hydrolysis; Enzymatic reaction;

(-)(R)-glycerol-1.2-isopropylidene ether-3--sulfate → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
With water at 20 - 25℃; Behandlung des Reaktionsprodukts mit BaCO3;

(S)-glycidyl phosphorylcholine → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
With water; potassium carbonate for 5h; Reflux;	0.13 g

siladenoserinol A (1417365-52-6) → C31H57NO7 (1426535-84-3) + L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
Stage #1: siladenoserinol A With sodium hydroxide In methanol for 2h; Reflux; Stage #2: With hydrogenchloride In water

phosphorylcholine chloride, calcium salt (4826-71-5) + (R)-oxiranemethanol (57044-25-4) → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
Stage #1: phosphorylcholine chloride, calcium salt With sodium carbonate In water at 20℃; for 1h; Stage #2: (R)-oxiranemethanol Reagent/catalyst; Concentration; Reflux;	289 g

C10H22NO7P → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
With hydrogenchloride In water at 20℃; for 5h; pH=1 - 2;	45.2 g

C11H24NO7P → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
With hydrogenchloride In water at 20℃; for 5h; pH=1 - 2;	45.3 g

(R)-2-(oxiran-2-ylmethoxy)-1,3,2-dioxaphospholane → L-glycero-3-phosphorylcholine (28319-77-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: oxygen / dichloromethane / 20 °C 2: ethanol / 8 h / 0 °C / Reflux 3: 717 type ion exchange resin / ethanol; water / 4 h / 0 °C View Scheme

L-glycero-3-phosphorylcholine (28319-77-9) + n-hexadecanoyl chloride (112-67-4) → 1-palmitoyl-sn-glycero-3-phosphocholine (17364-16-8, 17364-17-9, 17364-18-0, 14863-27-5)

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: n-hexadecanoyl chloride With TEA In isopropyl alcohol at 25℃; for 0.25h; Further stages.;	97%
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Reflux; Stage #2: n-hexadecanoyl chloride With triethylamine at 20℃; for 1h;	90%
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: n-hexadecanoyl chloride With TEA In isopropyl alcohol at 25℃; for 0.25h; Further stages.;	80%
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Reflux; Stage #2: n-hexadecanoyl chloride With triethylamine In isopropyl alcohol at 25℃; for 0.25h;	80%
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol at 100℃; for 1h; Stage #2: n-hexadecanoyl chloride With triethylamine In isopropyl alcohol at 20℃;	31%

L-glycero-3-phosphorylcholine (28319-77-9) + Stearoyl chloride (112-76-5) → 1-stearoyl-sn-glycero-3-phosphocholine (19420-57-6)

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: Stearoyl chloride With TEA In isopropyl alcohol at 20℃; for 0.583333h; Further stages.;	97%
With di(n-butyl)tin oxide; triethylamine	70%

(Z)-9-octadecenoyl chloride (112-77-6) + L-glycero-3-phosphorylcholine (28319-77-9) → 1-oleoyl-L-lysophosphatidylcholine (19420-56-5)

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: (Z)-9-octadecenoyl chloride With TEA In isopropyl alcohol at 20℃; for 0.583333h; Further stages.;	97%

n-dodecanoyl chloride (112-16-3) + L-glycero-3-phosphorylcholine (28319-77-9) → LPC (12:0) (20559-18-6)

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: n-dodecanoyl chloride With TEA In isopropyl alcohol at 20℃; for 0.583333h; Further stages.;	97%

aqueous cadmium chloride + L-glycero-3-phosphorylcholine (28319-77-9) → sn-glycero-3-phosphocholine cadmium chloride complex

Conditions	Yield
In methanol; water at 0℃; for 4h;	91%

aqueous cadmium chloride + L-glycero-3-phosphorylcholine (28319-77-9) → 1-α-glycerophosphocholine cadmium chloride salt

Conditions	Yield
In methanol; water	91%

cis-Octadecenoic acid (112-80-1) + L-glycero-3-phosphorylcholine (28319-77-9) → dioleoylphosphatidylcholine (4235-95-4)

Conditions	Yield
With dmap; Hyflo Super-Cel; dicyclohexyl-carbodiimide In chloroform at 30℃;	90.3%
With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃; for 12h; Reagent/catalyst; Solvent; Darkness;	82.33%

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) + L-glycero-3-phosphorylcholine (28319-77-9) → C17H40NO6PSi

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 12h; Inert atmosphere; regioselective reaction;	87%

L-glycero-3-phosphorylcholine (28319-77-9) + Stearoyl chloride (112-76-5) → 1-stearoyl-2-lyso-sn-glycero-3-phosphocholine (19420-57-6)

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine; Stearoyl chloride With di(n-butyl)tin oxide In ethanol for 0.5h; Reflux; Stage #2: Stearoyl chloride With triethylamine In tetrahydrofuran at 50℃; for 3h;	83.3%

L-glycero-3-phosphorylcholine (28319-77-9) → 2-[[[(carboxymethyl)oxy]hydroxyphosphinyl]oxy]-N,N,N-trimethyl-ethanaminium (853798-56-8)

Conditions	Yield
With ruthenium trichloride; sodium periodate; water In acetonitrile at 0℃;	82%
With ruthenium trichloride; sodium periodate In water at 20℃; for 2h; Product distribution / selectivity; Cooling in ice-water bath;

L-glycero-3-phosphorylcholine (28319-77-9) + butyryl chloride (141-75-3) → C12H26NO7P

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: butyryl chloride With dmap In isopropyl alcohol at 25℃; for 48h; Further stages.;	82%

L-glycero-3-phosphorylcholine (28319-77-9) + 1-hexadecylcarboxylic acid (57-10-3) → L-dipalmitoylphosphatidylcholine (63-89-8)

Conditions	Yield
With dmap; Hyflo Supre-Cel; dicyclohexyl-carbodiimide In chloroform at 30℃;	80%
Stage #1: L-glycero-3-phosphorylcholine; 1-hexadecylcarboxylic acid With dmap In dichloromethane for 0.333333h; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane for 8h;	80.3%
Stage #1: 1-hexadecylcarboxylic acid With 1,1'-carbonyldiimidazole In chloroform-d1 at 20℃; for 0.75h; Condensation; Stage #2: L-glycero-3-phosphorylcholine With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform-d1 at 20℃; for 24h; Acylation;

L-glycero-3-phosphorylcholine (28319-77-9) + n-valeryl chloride (638-29-9) → C13H28NO7P

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: n-valeryl chloride With dmap In isopropyl alcohol at 25℃; for 48h; Further stages.;	80%

3-(tritylthio) propanoic acid (27144-18-9) + L-glycero-3-phosphorylcholine (28319-77-9) → bis(tritylmercaptopropionate)glycerophosphorylcholine

Conditions	Yield
Stage #1: 3-(tritylthio) propanoic acid With 1,1'-carbonyldiimidazole In dimethyl sulfoxide for 2h; Stage #2: L-glycero-3-phosphorylcholine With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 20℃;	80%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole In dimethyl sulfoxide at 20℃; for 6h; Time;

eleostearic acid (506-23-0, 544-72-9, 544-73-0, 3884-88-6, 4337-71-7, 13296-76-9, 24022-76-2, 146525-62-4) + L-glycero-3-phosphorylcholine (28319-77-9) → 1,2-α-eleostearoyl-sn-glycero-3-phosphocholine

Conditions	Yield
With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide In chloroform for 20h;	77%

L-glycero-3-phosphorylcholine (28319-77-9) + Hexanoyl chloride (142-61-0) → L-alpha-caproyl lysophosphatidylcholine (58445-96-8)

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Heating; Stage #2: Hexanoyl chloride With dmap In isopropyl alcohol at 25℃; for 48h; Further stages.;	75%

L-glycero-3-phosphorylcholine (28319-77-9) + 6-((1,1-dimethylethyl)diphenylsilyloxy)hexanoic acid (122846-05-3) → C52H76NO10PSi2

Conditions	Yield
Stage #1: 6-((1,1-dimethylethyl)diphenylsilyloxy)hexanoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 35℃; for 4h; Stage #2: L-glycero-3-phosphorylcholine With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane; dimethyl sulfoxide at 20 - 40℃; for 20h;	71%

tetradecylthioacetic Acid (2921-20-2) + L-glycero-3-phosphorylcholine (28319-77-9) → 1,2-di-[2-(tetradecylthio)acetyl]-sn-glycero-3-phosphocholine (636589-28-1)

Conditions	Yield
Stage #1: tetradecylthioacetic Acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2.75h; Inert atmosphere; Stage #2: L-glycero-3-phosphorylcholine With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane; dimethyl sulfoxide at 20℃; for 16h; Inert atmosphere;	70%

L-glycero-3-phosphorylcholine (28319-77-9) + 3-O-acetylbetulinic acid chloride (59868-82-5) → 1-acetylbetulinyl-Sn-glycero-3-phosphocholine

Conditions	Yield
Stage #1: L-glycero-3-phosphorylcholine With di(n-butyl)tin oxide In isopropyl alcohol for 1h; Reflux; Stage #2: 3-O-acetylbetulinic acid chloride With triethylamine In isopropyl alcohol at 20℃; for 5h;	69%

L-glycero-3-phosphorylcholine (28319-77-9) + trityl chloride (76-83-5) → 1-O-trityl-sn-glycero-3-phosphocholine (103675-56-5)

Conditions	Yield
With zinc(II) chloride In N,N-dimethyl-formamide at 5℃; for 10h;	67%
With zinc(II) chloride In N,N-dimethyl-formamide at 5℃;	51.2%
Stage #1: L-glycero-3-phosphorylcholine With zinc(II) chloride In N,N-dimethyl-formamide at 4℃; for 0.5h; Stage #2: trityl chloride In N,N-dimethyl-formamide at 4℃;	50%

Upstream product

• 107-73-3 phosphorylcholine chloride 
• 57044-25-4 (R)-oxiranemethanol 
• 57090-45-6 (2R)-3-chloro-1,2-propanediol 
• 75-50-3 trimethylamine 
• 57044-24-3 (R)-4-chloromethyl-2,2-dimethyl-1,3-dioxolane 
• 207347-51-1 (R)-4-bromomethyl-2-methyl-2-ethyl-1,3-dioxolane 
• 4826-71-5 phosphorylcholine chloride, calcium salt 
• 1417365-52-6 siladenoserinol A 
• 54672-38-7 (R)-1,2-diacetoxy glycerylphosphoryl choline 
• 10417-94-4 all cis-5,8,11,14,17-eicosapentaenoic acid 
• 63-89-8 L-dipalmitoylphosphatidylcholine 

Downstream Products

• 19420-57-6 1-stearoyl-sn-glycero-3-phosphocholine 
• 17364-16-8 1-palmitoyl-sn-glycero-3-phosphocholine 
• 19420-56-5 1-oleoyl-L-lysophosphatidylcholine 
• 22248-65-3 2-(octadec-cis-9-enoyl)-sn-glycero-3-phosphocholine 
• 1426535-86-5 C₂₂H₂₈NO₈P 
• 19420-57-6 1-stearoyl-sn-glycero-3-phosphocholine 
• 54672-38-7 (R)-1,2-diacetoxy glycerylphosphoryl choline 
• 636589-28-1 1,2-di-[2-(tetradecylthio)acetyl]-sn-glycero-3-phosphocholine 
• 1218782-08-1 lyso tetradecylthioacetyl-L-α-phosphatidylcholine 
• 103634-10-2 1-trityl-2-(octadec-cis-9-enoyl)-sn-glycero-3-phosphocholine 

Relevant articles and documents

Preparation method of glycerophosphocholine

The invention discloses a preparation method of glycerophosphocholine, which comprises the following steps: 1, dissolving lecithin in an alcohol solvent, then adding inorganic base or organic base for hydrolysis reaction to obtain a reaction solution, filtering, adding acid into the filtrate to adjust the pH value, and drying the alcohol solvent by distillation under reduced pressure to obtain a compound (I); 2, dissolving the compound (I) in water, and adding an extraction solvent for extraction to obtain a compound (II); and 3, carrying out active carbon decoloration on the compound (II) through a water phase, directly stirring by using mixed anion-cation resin, drying by distillation, and adding a recrystallization solvent to carry out recrystallization reaction to obtain refined glycerophosphocholine. According to the invention, lecithin is hydrolyzed in an alcohol solvent by using an inorganic weak base through a chemical hydrolysis method, and glycerophosphocholine which is very high in purity and reaches a medicinal level is obtained through a series of simple post-treatment processes, and the production process is simple, easy to control, low in material cost and suitable for industrial production of glycerophosphocholine.

METHOD OF PREPARING CHOLINE ALFOSCERATE AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to a method for preparing choline alfoscerate. According to the method provided by the present invention, choline alfoscerate of high purity can be obtained in high yield, and a choline alfoscerate pharmaceutical formulation of excellent quality can be prepared using the same. In addition, the present invention is capable of obtaining high-purity choline alfoscerate in a high yield, as well as having excellent process efficiency as a preparation process is simple and short.COPYRIGHT KIPO 2021

Synthesis method for compound choline alfoscerate for promoting brain functions

The invention discloses a synthesis method for a compound choline alfoscerate for promoting brain functions. The synthesis method comprises the following steps: (1) enabling calcium phosphorylcholinechloride to react with oxalic acid to generate precipitate of phosphorylcholine chloride and oxalic acid; (2) enabling the phosphorylcholine chloride prepared in the step (1) to react with an alkali in a solvent so as to obtain a salt of the phosphorylcholine chloride; and (3) enabling the salt of the phosphorylcholine chloride to react with propylene glycol, so as to obtain choline alfoscerate. Raw materials of the synthesis method for the compound choline alfoscerate for promoting brain functions are low in price, low in cost and easy to obtain, the synthesis method is short in synthesis path and high in yield, the obtained product is high in chemical purity, all reactions need no special production equipment, the obtained intermediate and final products need no column chromatography orcrystallization purification, the production cost can be lowered, industrial amplified production can be facilitated, a high-purity product can be provided for the market, and thus high economic benefits can be met.

Preparation method of L-alpha-glycerophosphorylcholine

The invention relates to the field of L-alpha-glycerophosphorylcholine and particularly relates to a preparation method of high-purity L-alpha-glycerophosphorylcholine. The preparation method uses glycidol as a raw material to prepare L-alpha-glycerophosphorylcholine. The preparation method comprises: preparing 2-chloro-1, 3, 2-dioxaphospholane from phosphorus trichloride and ethylene glycol, carrying out oxidization, adding trimethylamine and dioxaphospholane for a reaction, adding an acid into the reaction system, carrying out ring opening oxidization to obtain L-alpha-glycerophosphorylcholine chloride, and adding resin into the L-alpha-glycerophosphorylcholine chloride to remove chloride ions so that a finished product is obtained. The preparation method has the advantages of mild reaction conditions, short reaction time, easy availability of raw materials, simple post-treatment and high product purity.

Preparation method of L-alpha-glycerophosphoryl choline

The invention relates to a preparation method of L-alpha-glycerophosphoryl choline. The method comprises the steps of preparing (R)-3-chlorine-1,2-propylene glycol as an initial raw material; preparing (R)-glycerophosphate with calcium phosphate metal salt; then carrying out a reaction with dibromoethane to obtain (R)-3-glyceryl cyclophosphate; finally carrying out a reaction with trimethylamine in an open-loop reaction to obtain L-alpha-glycerophosphoryl choline. With the adoption of the method, the problem of wastewater pollution caused by choline chloride phosphate calcium salt or potassiumsalt is avoided, and the link of removing chloridion of a finished product through ion-exchange columns can be eliminated; the product purity is high; the yield is high; the method is applicable to industrial production and has a good application prospect.

Method of preparing L-alpha-glycerol phosphatidylcholine

The invention provides a method of preparing L-alpha-glycerol phosphatidylcholine. The method includes the steps of: 1) performing a reaction to halogenated glycerol and ester under catalysis by an acid to produce a halogenated glycerol double-hydroxyl-protected substance I; 2) performing a reaction to phosphatidylcholine salt with the halogenated glycerol double-hydroxyl-protected substance I toobtain an L-alpha-glycerol phosphatidylcholine double-hydroxyl-protected substance II crude product; 3) separating the L-alpha-glycerol phosphatidylcholine double-hydroxyl-protected substance II fromthe non-reacted halogenated glycerol double-hydroxyl-protected substance I to obtain pure L-alpha-glycerol phosphatidylcholine double-hydroxyl-protected substance II; 4) performing deprotective reaction under catalysis by acid in catalytic amount to the pure L-alpha-glycerol phosphatidylcholine double-hydroxyl-protected substance II to obtain a water solution of the L-alpha-glycerol phosphatidylcholine, and performing pressure-reduced evaporation to remove water and performing crystallization with an alcohol solvent to obtain the L-alpha-glycerol phosphatidylcholine. The method, compared withthe prior art, is high in purity and yield and is suitable for industrial production.

Method for preparing and purifying L-alpha-glycerophosphorylcholine

The invention relates to a method for preparing and purifying L-alpha-glycerophosphorylcholine. The method comprises the following steps: (R)-epoxy halopropane and 3,4-dimethoxybenzyl alcohol are condensed under the action of a strong alkali to prepare (2S)-3,4-dimethoxybenzylglycidol, and the (2S)-3,4-dimethoxybenzylglycidol reacts with a phosphocholine chloride salt; and a benzyl protection group is removed through a hydrolysis reaction under an acidic condition, and an obtained L-alpha-glycerophosphorylcholine reaction solution is purified through an adsorption column and a mixed bed columnto finally obtain highly pure L-alpha-glycerophosphorylcholine. The method adopting cheap and easily-available chiral epoxy halopropane as an initial raw material has the advantages of no side reactions, and good purity and high yield of the product.

A L - α - Ganong choline phosphate chemical synthesis method (by machine translation)

The invention discloses a method for using the chlorinated choline salt, R - halogenated glycerin and ketone reagent as raw material preparation L - α - Ganong choline phosphate method, the resulting L - α - Ganong choline phosphate crude product by adsorption column, mixed bed and other purification processing of end high purity L - α - Ganong choline phosphate. By the invention chemical synthesis prepared by the method Ganong choline phosphate has high purity, simple steps of the reaction conditions, yield stability, while at the same time will not cause environmental pollution, having commercial production conditions. (by machine translation)

Glycerin phosphatidyl choline preparation method

The invention discloses a preparation method for glycerophosphatidylcholine. The preparation method comprises the steps: mixing a compound shown in the formula (I) with anhydrous sodium carbonate to prepare a mixture M1; putting the mixture M1 and (R)-(-)-3-chloro-1,2-propylene glycol in anhydrous ethanol for reflux to obtain a mixture M2; after diluting the mixture M2 by 5-10 times, flowing the mixture M2 through first ion exchange resin to obtain a mixture M3; after diluting the mixture M3 by 2-4 times, flowing the mixture M3 through second ion exchange resin to obtain a mixture M4; washing the mixture M4 by 70-90wt% ethanol to obtain a mixture M5; washing the mixture M5 by distilled water to obtain a mixture M6; after flowing the mixture M6 through third ion exchange resin, filtering the mixture M6 to obtain a filtrate so as to obtain the glycerophosphatidylcholine. The formula (I) is as shown in the description, wherein R is Ca2 or Mg2. The effects of simple preparation method, high synthetic ratio and great reduction of production cost are achieved.

A glycerin choline phosphate industrial manufacturing method

The invention provides an industrial manufacturing method of glycerol phosphocholine. The industrial manufacturing method is characterized by comprising the following steps of reacting a compound A as a raw material and sodium salt or potassium salt to produce a compound B, carrying out ion exchange to produce a compound C and reacting the compound C and glycidol to produce glycerol phosphocholine. The method can be continuously completed in a one-pot process, step-by-step purification process of intermediate products is not needed, foreign reagents such as a catalyst do not need to be added, the final pure product can be obtained by only removing the reaction solvent, the operation is extremely convenient, the raw materials are low in cost and the yield can be not less than 90%.