Platelet activating factor-acether

Base Information

• Chemical Name: Platelet activating factor-acether
• CAS No.: 74389-69-8
• Deprecated CAS: 76713-21-8,76960-25-3
• Molecular Formula: C₂₈H₅₈NO₇P
• Molecular Weight: 551.745
• Hs Code.: 29310099
• UNII: C9ZA6E5Q2B
• DSSTox Substance ID: DTXSID80995900
• Wikidata: Q60998693
• Metabolomics Workbench ID: 14696
• ChEMBL ID: CHEMBL1788194
• Mol file: 74389-69-8.mol

Synonyms:1-0-octadecyl 2-0-acetyl sn-glycero-3-phosphorylcholine;1-0-octadecyl 2-0-acetyl sn-glycero-3-phosphorylcholine, (R)-isomer;C18-PAF;octadecyl PAF;octadecyl-AGPC;octadecyl-PAF-acether

Chemical Property of Platelet activating factor-acether

Chemical Property:

• Storage Temp.: −20°C
• Solubility.: chloroform: 10 mg/mL
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 28
• Exact Mass: 551.39509019
• Heavy Atom Count: 37
• Complexity: 575

Purity/Quality:

98%,99%, ^*data from raw suppliers

PAF C-18 ≥97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
• Uses: C18-02:0 PC or 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine is suitable as a substrate for enzymatic lipoprotein-associated phospholipase A2 (Lp-PLA2) activity assay. C18-02:0 PC or 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine may be used as a substrate in enzymatic lipoprotein-associated phospholipase A2 (Lp-PLA2) activity assay.

Technology Process of Platelet activating factor-acether

There total 54 articles about Platelet activating factor-acether 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: 100.0%

Lyso-platelet-activating factor (C18) (74430-89-0,34240-68-1) + acetic anhydride (108-24-7) → 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine (74389-69-8)

Guidance literature:

With dmap; In dichloromethane; for 1h; Ambient temperature;

Reference yield: 70.0%

2-(((2-cyanoethoxy)(diisopropylamino)phosphaneyl)oxy)-N,N,N-trimethylethan-1-aminium tetraphenylborate + 1-O-octadecyl-2-O-acetyl-Sn glycerol (75213-05-7) → 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine (74389-69-8)

Guidance literature:

2-(((2-cyanoethoxy)(diisopropylamino)phosphaneyl)oxy)-N,N,N-trimethylethan-1-aminium tetraphenylborate; 1-O-octadecyl-2-O-acetyl-Sn glycerol; With 1H-tetrazole; In acetonitrile; at 25 ℃; for 0.5h; Inert atmosphere;

With tert.-butylhydroperoxide; In acetonitrile;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 ℃; Inert atmosphere;

DOI:10.1039/c9ob02582k

Reference yield: 60.0%

Cholin-p-toluolsulfonsaeureester + 1-O-octadecyl-2-O-acetyl-Sn glycerol (75213-05-7) → 1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine (74389-69-8)

Guidance literature:

With pyridine; triethylamine; trichlorophosphate; In chloroform; Ambient temperature;

DOI:10.1002/hlca.19820650339

upstream raw materials:

dmap

1-O-octadecyl-2-O-acetyl-Sn glycerol

2-Chloro-2-oxo-1,3,2-dioxaphospholane

choline phosphate

Downstream raw materials:

Lyso-platelet-activating factor (C₁₈)

Refernces

• 1、 Chupin,Ostapenko,Klykov,Anikin,Screbrennikova. "On the synthesis of platelet-activating factor via acetylation of 1-alkyl-sn-glycero-3-phosphocholine. Formation of structural isomer of PAF in the presence of bases". . p. 35 - 43. Retrieved 2007/10/03.
• 2、 Kumar,Bhakuni. "Novel chemo-enzymatic synthesis of optically active platelet activating factor". . p. 3463 - 3466. Retrieved 2007/10/02.