(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester

Base Information

Chemical Name:(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester
CAS No.:1620084-70-9
Molecular Formula:C₁₇H₂₃F₃O₅S
Molecular Weight:396.428
Hs Code.:

Synonyms:(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester

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Chemical Property of (2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester

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Technology Process of (2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester

There total 4 articles about (2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl 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:

: 39760-56-0,3917-43-9,41891-54-7
triethyl 3-methyl-4-phosphonocrotonate

: 1620084-69-6
6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenecarboxaldehyde

: 1620084-70-9
(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester

Guidance literature:: triethyl 3-methyl-4-phosphonocrotonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenecarboxaldehyde; In tetrahydrofuran; hexane; for 3h;
DOI:10.1016/j.bmcl.2014.05.041

Reference yield:

: 2979-10-4
ethyl 2,2-dimethyl-6-oxocyclohexane-1-carboxylate

: 1620084-70-9
(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / mineral oil; diethyl ether / 0.25 h / 0 °C / Inert atmosphere

1.2: 3 h / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / diethyl ether; hexane / 2.5 h / 0 °C / Inert atmosphere

3.1: 4-methyl-morpholine; tetrapropylammonium perruthennate / dichloromethane / 2 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

4.2: 3 h

With 4-methyl-morpholine; n-butyllithium; tetrapropylammonium perruthennate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; mineral oil;
DOI:10.1016/j.bmcl.2014.05.041

Reference yield:

: 1620084-68-5
2-(hydroxymethyl)-3,3-dimethylcyclohex-1-en-1-yl trifluoromethanesulfonate

: 1620084-70-9
(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromehtanesulfonyloxy)}-2,4-pentadienoicacid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4-methyl-morpholine; tetrapropylammonium perruthennate / dichloromethane / 2 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

2.2: 3 h

With 4-methyl-morpholine; n-butyllithium; tetrapropylammonium perruthennate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.bmcl.2014.05.041