4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(trifluoromethanesulfonate)

Base Information

Chemical Name:4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(trifluoromethanesulfonate)
CAS No.:1378950-75-4
Molecular Formula:C₂₆H₂₈F₆O₁₀S₂
Molecular Weight:678.625
Hs Code.:

Synonyms:4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(trifluoromethanesulfonate)

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Chemical Property of 4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(trifluoromethanesulfonate)

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Technology Process of 4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(trifluoromethanesulfonate)

There total 4 articles about 4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(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: 85.0%

: 40365-61-5
2-(but-3-yn-1-yloxy)tetrahydropyran

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

: 1378950-75-4
4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(trifluoromethanesulfonate)

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201200079

Reference yield:

: 91-16-7
1,2-dimethoxybenzene

: 1378950-75-4
4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(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

: 1378950-75-4
4,5-bis[4-(tetrahydro-2H-pyran-2-yloxy)but-1-ynyl]-1,2-phenylenebis(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