7,10,13-Hexadecatrienoic acid, methyl ester, (7Z,10Z,13Z)-

Base Information

• Chemical Name: 7,10,13-Hexadecatrienoic acid, methyl ester, (7Z,10Z,13Z)-
• CAS No.: 77388-16-0
• Molecular Formula: C17H28O2
• Molecular Weight: 264.408
• Mol file: 77388-16-0.mol

Synonyms:(7Z,10Z,13Z)-Hexadeca-7,10,13-trienoic acid methyl ester;

Chemical Property of 7,10,13-Hexadecatrienoic acid, methyl ester, (7Z,10Z,13Z)-

Chemical Property:

• PSA: 26.30000
• LogP: 4.96870

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7,10,13-Hexadecatrienoic acid, methyl ester, (7Z,10Z,13Z)-

There total 4 articles about 7,10,13-Hexadecatrienoic acid, methyl ester, (7Z,10Z,13Z)- 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:

1-O-(ω5Z)-etherolenoyl-2-O-(7Z,10Z,13Z)-hexadecatrienoyl-3-O-β-D-galactopyranosyl-sn-glycerol + sodium methylate (124-41-4) → (9Z,11E,1'Z,3'Z)-12-(1',3'-hexadienyloxy)-9,11-dodecadienoic acid methyl ester (151675-37-5) + (Z,Z,Z)-7,10,13-hexadecatrienoic acid methyl ester (77388-16-0,56554-30-4)

Guidance literature:

In methanol;

DOI:10.1016/j.phytochem.2018.10.030

Reference yield:

(2S)-1-O-(7Z,10Z,13Z)-hexadecadienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol → (7Z,10Z)-hexadecadienoic acid methyl ester (18829-90-8,16106-03-9) + (Z,Z,Z)-7,10,13-hexadecatrienoic acid methyl ester (77388-16-0,56554-30-4) + (2R)-1-O-β-D-galactopyranosylglycerol (16232-91-0)

Guidance literature:

With sodium methylate; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1016/0031-9422(95)00458-J

Reference yield:

(2S)-1-O-(7Z,10Z,13Z)-hexadecadienoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol → (Z,Z,Z)-7,10,13-hexadecatrienoic acid methyl ester (77388-16-0,56554-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Lipase type XI, Triton X-100, boric acid-borax buffer, pH 7.7 / 1 h / 38 °C

With boric acid-borax buffer; Lipase type XI; Triton X-100;

DOI:10.1016/0031-9422(95)00458-J

upstream raw materials:

diazomethane

(7'Z,10'Z,13'Z)-hexadeca-7,10,13-trienoic acid

sodium methylate

Refernces

• 1、 Morimoto,Nagatsu,Murakami,Sakakibara,Tokuda,Nishino,Iwashima. "Anti-tumour-promoting glyceroglycolipids from the green alga, Chlorella vulgaris". . p. 1433 - 1437. Retrieved 2007/10/02.