(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol

Base Information

Chemical Name:(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol
CAS No.:1620084-71-0
Molecular Formula:C₁₅H₂₁F₃O₄S
Molecular Weight:354.391
Hs Code.:

Synonyms:(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol

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Chemical Property of (2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol

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Technology Process of (2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol

There total 5 articles about (2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol 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: 85.0%

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

: 1620084-71-0
(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; hexane; at 0 ℃; for 2.5h; Inert atmosphere;
DOI:10.1016/j.bmcl.2014.05.041

Reference yield:

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

: 1620084-71-0
(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol

Guidance literature:: Multi-step reaction with 5 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

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

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

: 1620084-71-0
(2E,4E)-3-methyl-5-{6,6-dimethyl-2-(trifluoromethanesulfonyloxy)-1-cyclohexenyl}-2,4-pentadien-1-ol

Guidance literature:: Multi-step reaction with 3 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

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

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