Methyl (11Z,14Z,17Z)-icosa-11,14,17-trienoate

Base Information

Chemical Name:Methyl (11Z,14Z,17Z)-icosa-11,14,17-trienoate
CAS No.:62472-96-2
Molecular Formula:C₂₁H₃₆O₂
Molecular Weight:320.516
Hs Code.:
DSSTox Substance ID:DTXSID401344871
Nikkaji Number:J1.120.303E

Synonyms:62472-96-2;Methyl (11Z,14Z,17Z)-eicosatrienoate;METHYL (11Z,14Z,17Z)-ICOSA-11,14,17-TRIENOATE;Methyl 11-cis,14-cis,17-cis-eicosatrienoate;SCHEMBL16002443;XQAVRBUXEPJVRC-YSTUJMKBSA-N;DTXSID401344871;PD017737;methyl (z,z,z)-11,14,17-icosatrienoate;Methyl 11(Z),14(Z),17(Z)-Eicosatrienoate;Methyl cis,cis,cis-eicosa-11,14,17-trienoate;(11Z,14Z,17Z)-Methyl icosa-11,14,17-trienoate;11,14,17-Eicosatrienoic acid, methyl ester, (Z,Z,Z)-;11,14,17-Eicosatrienoic acid, methyl ester, (11Z,14Z,17Z)-

Suppliers and Price of Methyl (11Z,14Z,17Z)-icosa-11,14,17-trienoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
cis-11,14,17-Eicosatrienoic acid methyl ester
100mg
$ 1470.00

Cayman Chemical
11(Z),14(Z),17(Z)-Eicosatrienoic Acid methyl ester ≥98%
1mg
$ 61.00

Cayman Chemical
11(Z),14(Z),17(Z)-Eicosatrienoic Acid methyl ester ≥98%
500μg
$ 32.00

Cayman Chemical
11(Z),14(Z),17(Z)-Eicosatrienoic Acid methyl ester ≥98%
5mg
$ 256.00

Cayman Chemical
11(Z),14(Z),17(Z)-Eicosatrienoic Acid methyl ester ≥98%
10mg
$ 448.00

AK Scientific
Methyl(11Z,14Z,17Z)-eicosatrienoate
5mg
$ 445.00

AK Scientific
Methyl(11Z,14Z,17Z)-eicosatrienoate
1mg
$ 182.00

Total 2 raw suppliers

Chemical Property of Methyl (11Z,14Z,17Z)-icosa-11,14,17-trienoate

Chemical Property:

PSA：26.30000
LogP:6.52910
XLogP3:7.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:16
Exact Mass:320.271530387
Heavy Atom Count:23
Complexity:340

Purity/Quality:

99% ^*data from raw suppliers

cis-11,14,17-Eicosatrienoic acid methyl ester ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCC=CCC=CCC=CCCCCCCCCCC(=O)OC
Isomeric SMILES:CC/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)OC
Uses 11(Z),14(Z),17(Z)-Eicosatrienoic acid is a rare ω-3 PUFA in normal humans. However, it is one of the most active essential fatty acids when assayed for the inhibition of fatty acid elongation/desaturation reactions which convert dietary C-18 fatty acids to C-20 eicosanoid precursors. 11(Z),14(Z),17(Z)-Eicosatrienoic acid methyl ester is an ester version of the free acid that may be more amenable for the formulation of fatty acid-containing diets and dietary supplements.[Cayman Chemical]

Technology Process of Methyl (11Z,14Z,17Z)-icosa-11,14,17-trienoate

There total 4 articles about Methyl (11Z,14Z,17Z)-icosa-11,14,17-trienoate 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:

: 301-00-8
methyl linolenate

: 62472-96-2
(11Z,14Z,17Z)-11,14,17-icosatrienoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiAlH₄ / diethyl ether / 2 h / 20 °C

2.1: Ph₃PBr₂ / CH₂Cl₂ / 0.5 h / 20 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / -78 °C

3.2: hexane; tetrahydrofuran / -78 °C

4.1: AcCl / 12 h / Heating

With lithium aluminium tetrahydride; n-butyllithium; triphenylphosphine dibromide 1:1 addition complex; acetyl chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1016/j.chemphyslip.2006.09.002

Reference yield:

: 506-44-5,2774-90-5
linolenyl alcohol

: 62472-96-2
(11Z,14Z,17Z)-11,14,17-icosatrienoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ph₃PBr₂ / CH₂Cl₂ / 0.5 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / -78 °C

2.2: hexane; tetrahydrofuran / -78 °C

3.1: AcCl / 12 h / Heating

With n-butyllithium; triphenylphosphine dibromide 1:1 addition complex; acetyl chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.chemphyslip.2006.09.002

Reference yield:

: 64875-27-0
(Z,Z,Z)-1-Bromooctadeca-9,12,15-triene

: 62472-96-2
(11Z,14Z,17Z)-11,14,17-icosatrienoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / -78 °C

1.2: hexane; tetrahydrofuran / -78 °C

2.1: AcCl / 12 h / Heating

With n-butyllithium; acetyl chloride; In tetrahydrofuran; hexane;
DOI:10.1016/j.chemphyslip.2006.09.002