[5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol

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Chemical Name:[5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol
CAS No.:204848-98-6
Molecular Formula:C₂₂H₃₂O₅Si
Molecular Weight:404.579
Hs Code.:

Synonyms:[5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol

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Chemical Property of [5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol

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Technology Process of [5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol

There total 8 articles about [5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol 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:

: 204848-97-5
5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

: 204848-98-6
[5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol

Guidance literature:: With diisobutylaluminium hydride; In toluene;
DOI:10.1021/ja9801543

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 204848-98-6
[5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: K₂CO₃, 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

2: 18.6 g / DIBAL-H / toluene / 1.5 h / -78 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; potassium carbonate; In dichloromethane; toluene;
DOI:10.1021/ja982125y

Reference yield:

: 204849-22-9
3-hydroxy-2,5-dimethoxybenzoic acid

: 204848-98-6
[5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienyl]-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / SOCl₂

2: 87 percent / iodobenzene diacetate / 0.5 h / 0 °C

3: 1.) hexamethyldisilazane, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) -45 deg C, 1.5 h

4: 23.0 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 16 h / -78 °C

5: K₂CO₃, 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

6: 18.6 g / DIBAL-H / toluene / 1.5 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; thionyl chloride; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja982125y