ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate

Base Information

Chemical Name:ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate
CAS No.:186953-24-2
Molecular Formula:C₂₅H₃₁FO₃Si
Molecular Weight:426.603
Hs Code.:

Synonyms:ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate

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

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Chemical Property of ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate

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Technology Process of ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate

There total 1 articles about ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate 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:

: 2356-16-3
ethyl(diethylphosphono)(fluoro)acetate

: 186953-23-1
(E)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal

: 186953-24-2
ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 deg C, 25 deg C (3 h);
DOI:10.1021/jo961355x

Reference yield: 90.0%

: 186953-24-2
ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate

: 186953-25-3
(2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at 0 ℃; for 1h;
DOI:10.1021/jo961355x

Reference yield:

: 186953-24-2
ethyl (2E,4E)-6-[(tert-butyldiphenylsilyl)oxy]-2-fluoro-4-methylhexa-2,4-dienoate

: 186953-37-7
11-cis-11-fluororetinol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / DIBALH / tetrahydrofuran; hexane / 1 h / 0 °C

2: 90 percent / BaMnO₄ / CH₂Cl₂ / 12 h / 25 °C

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 deg C , 25 deg C (5 h)

4: 74 percent / tetrabutylammonium fluoride / diethyl ether / 1 h / 25 °C

With n-butyllithium; barium permanganate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo961355x