5-Hete methyl ester

Base Information

• Chemical Name: 5-Hete methyl ester
• CAS No.: 78037-99-7
• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.499
• European Community (EC) Number: 689-577-3
• UNII: 2T588Z51N8
• Nikkaji Number: J2.479.525J
• Wikidata: Q27255568
• Mol file: 78037-99-7.mol

Synonyms:5-Hete methyl ester;5-Hete methyl ester [MI];2T588Z51N8;6,8,11,14-Eicosatetraenoic acid, 5-hydroxy-, methyl ester, (S-(E,Z,Z,Z))-;78037-99-7;(+/-)5-HETE methyl ester;UNII-2T588Z51N8;73279-38-6;(+/-)5-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid, methyl ester;Q27255568

Chemical Property of 5-Hete methyl ester

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 334.25079494
• Heavy Atom Count: 24
• Complexity: 405

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC=CCC=CCC=CC=CC(CCCC(=O)OC)O
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)OC)O

Technology Process of 5-Hete methyl ester

There total 36 articles about 5-Hete 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: 89.0%

C27H48O3Si → (5S)-(6E,8Z,11Z,14Z)-5-hydroxy-eicosa-6,8,11,14-tetraenoic acid, methyl ester (78037-99-7,73279-38-6)

Guidance literature:

With benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1016/j.tetlet.2007.05.118

Reference yield: 80.0%

(S)-5-hydroperoxy-6-trans,8,11,14-cis-eicosatetraenoic acid methyl ester (75331-81-6) → (5S)-(6E,8Z,11Z,14Z)-5-hydroxy-eicosa-6,8,11,14-tetraenoic acid, methyl ester (78037-99-7,73279-38-6)

Guidance literature:

With triphenylphosphine; In ethyl acetate; for 0.5h; Ambient temperature;

DOI:10.1021/jo00106a037

Reference yield: 75.0%

(6E,8Z,11Z,14Z)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-icosa-6,8,11,14-tetraenoic acid methyl ester (105229-06-9) → (5S)-(6E,8Z,11Z,14Z)-5-hydroxy-eicosa-6,8,11,14-tetraenoic acid, methyl ester (78037-99-7,73279-38-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃;

DOI:10.1055/s-1986-31612

upstream raw materials:

diazomethane

5(S)-HETE

methanol

6-((1E,3Z,6Z,9Z)-pentadeca-1,3,6,9-tetraen-1-yl)tetrahydro-2Hpyran-2-one

Downstream raw materials:

5(S)-HETE