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1,2-Dipalmitoyl-sn-glycero-3-phosphocholine

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Name

1,2-Dipalmitoyl-sn-glycero-3-phosphocholine

EINECS 200-567-6
CAS No. 63-89-8 Density N/A
PSA 121.00000 LogP 11.68200
Solubility N/A Melting Point 229-229.5 °C
Formula C40H80NO8P Boiling Point N/A
Molecular Weight 734.051 Flash Point N/A
Transport Information N/A Appearance white powder
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 63-89-8 (1,2-Dipalmitoyl-sn-glycero-3-phosphocholine) Hazard Symbols N/A
Synonyms

3,5,9-Trioxa-4-phosphapentacosan-1-aminium,4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-, hydroxide, innersalt, 4-oxide, (R)-;Choline, hydroxide, dihydrogen phosphate, inner salt,ester with 1,2-dipalmitin, L- (8CI);Palmitin, 1,2-di-, dihydrogen phosphate,monoester with choline hydroxide, inner salt, L- (8CI);1,2-Bis(hexadecanoyl)-sn-glycero-3-phosphocholine;1,2-Bis(palmitoyl)-sn-glycero-3-phosphocholine;1,2-Dihexadecanoyl-sn-glycero-3-phosphocholine;1,2-Dihexadecanoyl-sn-glycero-3-phosphorylcholine;1,2-Dihexadecanoyl-sn-glycerol-3-phosphorylcholine;1,2-Dipalmitoyl-3-sn-phosphatidylcholine;1,2-Dipalmitoyl-L-3-phosphatidylcholine;1,2-Dipalmitoyl-L-lecithin;1,2-Dipalmitoyl-L-phosphatidylcholine;1,2-Dipalmitoyl-L-a-lecithin;1,2-Dipalmitoyl-L-a-phosphatidylcholine;1,2-Dipalmitoyl-sn-3-glycerophosphocholine;1,2-Dipalmitoyl-sn-glycero-3-phosphatidylcholine;1,2-Dipalmitoyl-sn-glycero-3-phosphocholine;1,2-Dipalmitoyl-sn-glycero-3-phosphorylcholine;1,2-Dipalmitoyl-sn-glycerol-3-phosphocholine;1,2-Dipalmitoyl-sn-glycerophosphocholine;1,2-Dipalmitoyl-sn-glycerophosphorylcholine;1,2-Dipalmitoyl-sn-glyceryl-3-phosphocholine;1,2-Dipalmitoyl-sn-phosphatidylcholine;1,2-Dipalmitoylglycero-3-phosphocholine;1,2-L-a-Dipalmitoylphosphatidylcholine;129Y83;3,5,9-Trioxa-4-phosphapentacosan-1-aminium,4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-, inner salt, 4-oxide,(R)-;Colfosceril palmitate;Dihexadecanoyl-sn-glycero-3-phosphocholine;Dipalmitoyl L-a-phosphatidylcholine;Dipalmitoyl-L-3-glycerylphosphorylcholine;Dipalmitoyl-L-a-lecithin;Dipalmitoyl-L-a-phosphatidylcholine;Dipalmitoyl-sn-3-phosphatidylcholine;L-1,2-Dipalmitoyl-a-lecithin;L-1,2-Dipalmitoylphosphatidylcholine;L-DPPC;L-Dipalmitoyllecithin;L-a-1,2-Dipalmitoyllecithin;L-a-DPPC;L-a-Dipalmitoylecithin;L-a-Dipalmitoyllecithin;L-a-Dipalmitoylphosphatidylcholine;L-a-Lecithin;

Article Data 25

1,2-Dipalmitoyl-sn-glycero-3-phosphocholine Synthetic route

sn-glycero-3-phosphocholine cadmium chloride complex

57-10-3

1-hexadecylcarboxylic acid

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 40h; Inert atmosphere;87%

1-α-glycerophosphocholine cadmium chloride salt

57-10-3

1-hexadecylcarboxylic acid

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
Stage #1: 1-α-glycerophosphocholine cadmium chloride salt; 1-hexadecylcarboxylic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h; Inert atmosphere;
Stage #2: In dichloromethane
83%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 40℃; for 72h; Steglich Esterification;
28319-77-9

L-glycero-3-phosphorylcholine

57-10-3

1-hexadecylcarboxylic acid

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
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;
1455-05-6

2-chloroethyl phosphorodichloridate

30334-71-5

1,2-dipalmitoyl-sn-glycerol

75-50-3

trimethylamine

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
Stage #1: 2-chloroethyl phosphorodichloridate; 1,2-dipalmitoyl-sn-glycerol With triethylamine In dichloromethane phosphorylation;
Stage #2: With water; triethylamine In dichloromethane Hydrolysis;
Stage #3: trimethylamine In ethanol at 70 - 80℃; for 72h; Substitution;
60.5%
59540-20-4

2-(1',2'-dipalmitoyl-sn-glycero)-2-oxo-1,3,2-dioxaphospholane

75-50-3

trimethylamine

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 16h; Ring cleavage; addition;56%
623-65-4

palmitic anhydride

17364-16-8, 17364-17-9, 17364-18-0, 14863-27-5

1-palmitoyl-sn-glycero-3-phosphocholine

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
With dmap In chloroform for 42h; Ambient temperature;0.21 g
55357-38-5

choline tosylate

147632-69-7

triethylammonium 1,2-di-O-hexadecanoyl-sn-glycerol 3-hydrogenphosphonate

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
With pyridine; 2-chloro-5,5-dimethyl[1,3,2]dioxaphosphinane 2-oxide; water; iodine 2.) 5 min; Yield given. Multistep reaction;
102152-55-6

Toluene-4-sulfonate{2-[((R)-2,3-bis-hexadecanoyloxy-propoxy)-methoxy-phosphoryloxy]-ethyl}-trimethyl-ammonium;

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
With trimethylamine In toluene for 10h; Ambient temperature; Yield given;

Toluene-4-sulfonate{2-[((R)-2,3-bis-hexadecanoyloxy-propoxy)-chloro-phosphoryloxy]-ethyl}-trimethyl-ammonium;

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
With sodium hydrogencarbonate In chloroform Ambient temperature; Yield given;
108-01-0

2-(N,N-dimethylamino)ethanol

7091-44-3

1,2-dipalmitoyl-sn-glycero-3-phosphatidic acid

74-88-4

methyl iodide

63-89-8

L-dipalmitoylphosphatidylcholine

Conditions
ConditionsYield
With dmap; 2,4,6-triisopropylphenylsulfonyl chloride; sodium tetraphenyl borate Yield given. Multistep reaction;
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