4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)

Base Information

Chemical Name:4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)
CAS No.:1378950-68-5
Molecular Formula:C₃₂H₄₈F₆O₈S₂Si₂
Molecular Weight:795.022
Hs Code.:

Synonyms:4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)

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Chemical Property of 4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)

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Technology Process of 4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)

There total 6 articles about 4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate) 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: 96.0%

: 1378950-54-9
4,5-diiodo-1,2-phenylene bis(trifluoromethanesulfonate)

: 73448-13-2
tert-butyldimethylsilyl hex-5-yn-1-yl ether

: 1378950-68-5
4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/ejoc.201201732

Reference yield:

: 91-16-7
1,2-dimethoxybenzene

: 1378950-68-5
4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)

Guidance literature:: Multi-step reaction with 4 steps

1.1: iodine; periodic acid / methanol / 5 h / 70 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 4 h / 0 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 5 h / 0 °C / Inert atmosphere

3.2: 6.1 h / 20 °C / Inert atmosphere

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; boron tribromide; periodic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 4.1: Sonogashira coupling;
DOI:10.1002/ejoc.201200079

Reference yield:

: 110190-08-4
1,2-diiodo-4,5-dimethoxybenzene

: 1378950-68-5
4,5-bis[6-(tert-butyldimethylsilyloxy)hex-1-ynyl]-1,2-phenylene bis-(trifluoromethanesulfonate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: boron tribromide / dichloromethane / 4 h / 0 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 5 h / 0 °C / Inert atmosphere

2.2: 6.1 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; boron tribromide; triethylamine; In tetrahydrofuran; dichloromethane; 3.1: Sonogashira coupling;
DOI:10.1002/ejoc.201200079