2,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (2E,7Z,10Z,13Z,16Z,19Z)-

Base Information

• Chemical Name: 2,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (2E,7Z,10Z,13Z,16Z,19Z)-
• CAS No.: 875288-80-5
• Molecular Formula: C₂₃H₃₄O₂
• Molecular Weight: 342.522
• Mol file: 875288-80-5.mol

Synonyms:

Chemical Property of 2,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (2E,7Z,10Z,13Z,16Z,19Z)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (2E,7Z,10Z,13Z,16Z,19Z)-

There total 4 articles about 2,7,10,13,16,19-Docosahexaenoic acid, methyl ester, (2E,7Z,10Z,13Z,16Z,19Z)- 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: 53.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + (5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenal (375387-66-9) → methyl (2E,7Z,10Z,13Z,16Z,19Z)-docosa-2,7,10,13,16,19-hexaenoate (875288-80-5)

Guidance literature:

In tetrahydrofuran; for 5h; Darkness; Reflux;

Reference yield:

all cis-5,8,11,14,17-eicosapentaenoic acid (10417-94-4) → methyl (2E,7Z,10Z,13Z,16Z,19Z)-docosa-2,7,10,13,16,19-hexaenoate (875288-80-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride / benzene / 2 h / 20 °C

1.2: 2 h / 0 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

3.1: Dess-Martin periodane / dichloromethane / 4 h / 20 °C

4.1: tetrahydrofuran / 5 h / Darkness; Reflux

With lithium aluminium tetrahydride; oxalyl dichloride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; benzene;

Reference yield:

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) → methyl (2E,7Z,10Z,13Z,16Z,19Z)-docosa-2,7,10,13,16,19-hexaenoate (875288-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

2: Dess-Martin periodane / dichloromethane / 4 h / 20 °C

3: tetrahydrofuran / 5 h / Darkness; Reflux

With lithium aluminium tetrahydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;

upstream raw materials:

all cis-5,8,11,14,17-eicosapentaenoic acid

methyl (triphenylphosphoranylidene)acetate

(5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenal

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester

Downstream raw materials:

methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

Refernces