1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene

Base Information

Chemical Name:1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene
CAS No.:745809-57-8
Molecular Formula:C₂₃H₄₀O₂Si₂
Molecular Weight:404.74
Hs Code.:

Synonyms:1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene

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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 1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene

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Technology Process of 1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene

There total 6 articles about 1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene 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: 68.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 745809-49-8
1-[3-(tert-butyldimethylsilanyloxy)-5-methylphenyl]but-3-yn-1-ol

: 745809-57-8
1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 23 ℃; for 16h;
DOI:10.1021/jo049426c

Reference yield:

: 58169-99-6
2,3,4,6-tetrabromo-5-methyl-phenol

: 745809-57-8
1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: HI / H₂O / Heating

1.2: 2,6-lutidine

2.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

2.2: 95 percent / tetrahydrofuran; pentane / 0.5 h / 0 °C

3.1: n-BuLi; TMEDA / diethyl ether; hexane; toluene / 0.03 h / -78 °C

3.2: 68 percent / various solvents / 1 h / -78 - 23 °C

4.1: 68 percent / imidazole; DMAP / CH₂Cl₂ / 16 h / 23 °C

With 1H-imidazole; dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen iodide; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene; pentane;
DOI:10.1021/jo049426c

Reference yield:

: 34946-83-3
2,4,4,6-tetrabromo-3-methyl-cyclohexa-2,5-dienone

: 745809-57-8
1-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)but-3-ynyl]-5-methylbenzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 57 percent / sulfuric acid / 16 h

2.1: HI / H₂O / Heating

2.2: 2,6-lutidine

3.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

3.2: 95 percent / tetrahydrofuran; pentane / 0.5 h / 0 °C

4.1: n-BuLi; TMEDA / diethyl ether; hexane; toluene / 0.03 h / -78 °C

4.2: 68 percent / various solvents / 1 h / -78 - 23 °C

5.1: 68 percent / imidazole; DMAP / CH₂Cl₂ / 16 h / 23 °C

With 1H-imidazole; dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; hydrogen iodide; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; toluene; pentane;
DOI:10.1021/jo049426c