1-O-HEXADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE

Base Information

• Chemical Name: 1-O-HEXADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE
• CAS No.: 85405-05-6
• Molecular Formula: C₂₅H₅₄NO₆P
• Molecular Weight: 495.681
• Hs Code.: 2923900090
• Mol file: 85405-05-6.mol

Synonyms:3,5,9-Trioxa-4-phosphapentacosan-1-aminium,4-hydroxy-7-methoxy-N,N,N-trimethyl-, inner salt, 4-oxide, (?à)-;1-Hexadecyl-2-methylglycero-3-phosphorylcholine;1-Hexadecyl-2-methylphosphatidylcholine; ET 16OME

Chemical Property of 1-O-HEXADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE

Chemical Property:

• PSA: 86.86000
• LogP: 6.77730
• Storage Temp.: −20°C

Purity/Quality:

1-O-PALMITYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 1-O-HEXADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE

There total 8 articles about 1-O-HEXADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

Phosphoric acid 2-bromo-ethyl ester 3-hexadecyloxy-2-methoxy-propyl ester (84337-51-9) + trimethylamine (75-50-3) → 1-O-hexadecyl-2-O-methylglycero-3-phosphocholine (85405-05-6)

Guidance literature:

In ethanol; chloroform; acetonitrile; for 30h; Ambient temperature;

Reference yield: 50.5%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-hydroxy-3-(hexadecyloxy)-propyl 2-trimethylammonioethyl phosphate (78119-19-4,17364-21-5) → 1-O-hexadecyl-2-O-methylglycero-3-phosphocholine (85405-05-6)

Guidance literature:

tetrafluoroboric acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1007/BF02333883

Reference yield:

choline phosphate (645-84-1) → 1-O-hexadecyl-2-O-methylglycero-3-phosphocholine (85405-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73.4 percent / phosphocholine sodium salt / methanol / 20 h / Heating

2: 50.5 percent / fluoboric acid / CH₂Cl₂ / 3 h / 20 °C

With phosphocholine sodium salt; tetrafluoroboric acid; In methanol; dichloromethane; 1: Substitution / 2: Methylation;

DOI:10.1007/BF02333883

upstream raw materials:

Phosphoric acid 2-bromo-ethyl ester 3-hexadecyloxy-2-methoxy-propyl ester

trimethylamine

diazomethane

2-hydroxy-3-(hexadecyloxy)-propyl 2-trimethylammonioethyl phosphate

Refernces

• 1、 Noskov,Shishkov,Kruglyak,Kiselevskii,Dobryanskii,Maksimtseva,Sokal'skii. "Synthesis and antihypertensive activity of some 1-O-alkylglycero-3-phosphocholine derivatives". . p. 607 - 610. Retrieved 2007/10/03.
• 2、 Tsushima,Yoshioka,Tanida,Nomura,Nojima,Hozumi. "Syntheses and antimicrobial activities of alkyl lysophospholipids". . p. 3260 - 3270. Retrieved 2007/10/02.