(4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

Base Information

Chemical Name:(4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol
CAS No.:201004-63-9
Molecular Formula:C₃₆H₆₀O₅Si
Molecular Weight:600.955
Hs Code.:

Synonyms:(4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

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Chemical Property of (4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

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Technology Process of (4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

There total 5 articles about (4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-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: 89.0%

: 201004-62-8
(4E,8E,12Z)-10-Benzenesulfonyl-14-[3,4-dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

: 201004-63-9
(4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

Guidance literature:: With bis(diphenylphosphino)propanepalladium(II) dichloride; lithium triethylborohydride; In tetrahydrofuran; at 4 ℃; for 3h;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L

Reference yield:

: 184762-94-5
[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-acetaldehyde

: 201004-63-9
(4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / 18-crown-6-acetonitrile complex, potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C

2: 85 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

3: 94 percent / lithium chloride, sym-collidine, methanesulfonyl chloride / dimethylformamide / 1 h / 0 °C

4: 85 percent / 1.) butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.) -50 deg C, 30 min; 2.) 4 deg C, 20 h

5: 89 percent / <1,3-bis(diphenylphosphanyl)propane>palladium chloride complex, lithium triethylhydroborate / tetrahydrofuran / 3 h / 4 °C

With 2,4,6-trimethyl-pyridine; lithium aluminium tetrahydride; n-butyllithium; bis(diphenylphosphino)propanepalladium(II) dichloride; potassium hexamethylsilazane; lithium triethylborohydride; methanesulfonyl chloride; 18-crown-6 complexed with acetonitrile; lithium chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L

Reference yield:

: 201004-60-6
(Z)-4-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-2-methyl-but-2-en-1-ol

: 201004-63-9
(4E,8E,12Z)-14-[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trien-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / lithium chloride, sym-collidine, methanesulfonyl chloride / dimethylformamide / 1 h / 0 °C

2: 85 percent / 1.) butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.) -50 deg C, 30 min; 2.) 4 deg C, 20 h

3: 89 percent / <1,3-bis(diphenylphosphanyl)propane>palladium chloride complex, lithium triethylhydroborate / tetrahydrofuran / 3 h / 4 °C

With 2,4,6-trimethyl-pyridine; n-butyllithium; bis(diphenylphosphino)propanepalladium(II) dichloride; lithium triethylborohydride; methanesulfonyl chloride; lithium chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L