omega-3 Arachidonic Acid methyl ester

Base Information

• Chemical Name: omega-3 Arachidonic Acid methyl ester
• CAS No.: 132712-70-0
• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.5
• DSSTox Substance ID: DTXSID80694022
• Nikkaji Number: J2.302.940E
• Mol file: 132712-70-0.mol

Synonyms:132712-70-0;omega-3 Arachidonic Acid methyl ester;(8Z,11Z,14Z,17Z)-Eicosatetraenoic Acid Methyl Ester;methyl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate;8,11,14,17-Eicosatetraenoic acid, methyl ester, (8Z,11Z,14Z,17Z)-;Methyl 8,11,14,17-eicosatetraenoate;SCHEMBL16002442;DTXSID80694022;OHQGIWOBGITZPC-GJDCDIHCSA-N;?-3 Arachidonic Acid methyl ester;AKOS025294311;omega -3 Arachidonic Acid methyl ester;HY-120978;CS-0079771;J-006214;Methyl 8(Z),11(Z),14(Z),17(Z)-Eicosatetraenoate;all-cis-8,11,14,17-eicosatetraenoic acid methyl ester;(8Z,11Z,14Z,17Z)-Methyl icosa-8,11,14,17-tetraenoate

Chemical Property of omega-3 Arachidonic Acid methyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 6.30510
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 318.255880323
• Heavy Atom Count: 23
• Complexity: 375

Purity/Quality:

97% ^*data from raw suppliers

(8Z,11Z,14Z,17Z)-EicosatetraenoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCC=CCCCCCCC(=O)OC
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC(=O)OC
• Description: ω-3 Fatty acids, represented primarily by docosahexaenoic acid, eicosapentaenoic acid, and α-linoleate, are essential dietary nutrients required for normal growth and development. ω-3 Arachidonic acid methyl ester is a neutral, lipid-soluble form of the rare fatty acid ω-3 arachidonic acid. The ω-3 fatty acids, as a group, are associated with decreased inflammatory and autoimmune activity, and a reduction in thrombosis and platelet activation.
• Uses: (8Z,11Z,14Z,17Z)-Eicosatetraenoic Acid Methyl Ester is a reactant in the synthesis of polyunsaturatd trifluoromethyl ketones as potential phospholipase A2 inhibitors.

Technology Process of omega-3 Arachidonic Acid methyl ester

There total 16 articles about omega-3 Arachidonic Acid methyl ester 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: 91.0%

4,4-Dimethyl-2-((7Z,10Z,13Z,16Z)-nonadeca-7,10,13,16-tetraenyl)-4,5-dihydro-oxazole (122055-67-8) + methanol (67-56-1) → 8Z,11Z,14Z,17Z-eicosatetraenoic acid methyl ester (132712-70-0)

Guidance literature:

With acetyl chloride; for 12h; Heating;

DOI:10.1016/j.chemphyslip.2006.09.002

Reference yield: 78.0%

methyl 8,11,14,17-eicosatetraynoate → 8Z,11Z,14Z,17Z-eicosatetraenoic acid methyl ester (132712-70-0)

Guidance literature:

With sodium tetrahydroborate; hydrogen; nickel diacetate; In ethanol; ethylenediamine; at 10 ℃; for 4h; Inert atmosphere;

DOI:10.1007/s10600-015-1485-3

Reference yield: 71.0%

C21H32O2 → 8Z,11Z,14Z,17Z-eicosatetraenoic acid methyl ester (132712-70-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.08.009

upstream raw materials:

4,4-Dimethyl-2-((7Z,10Z,13Z,16Z)-nonadeca-7,10,13,16-tetraenyl)-4,5-dihydro-oxazole

methanol

6,9,12,15-cis-octadecanetetraenoic acid methyl ester

1-bromo-6Z,9Z,12Z,15Z-octadecatetraene

Downstream raw materials:

eicosatetraenoic acid