1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one

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Chemical Name:1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one
CAS No.:848642-03-5
Molecular Formula:C₂₄H₂₀O₂SSi
Molecular Weight:400.573
Hs Code.:

Synonyms:1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one

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Chemical Property of 1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one

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Technology Process of 1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one

There total 5 articles about 1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one 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: 100.0%

: 848641-95-2
1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-ol

: 848642-03-5
1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetlet.2005.01.005

Reference yield:

: 90003-91-1
1-iodo-2-(methoxymethyl)benzene

: 848642-03-5
1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: methyllithium lithium bromide complex / diethyl ether / 5 h / 20 °C

1.2: n-Bu₃SnCl / diethyl ether / 2 h / 20 °C

1.3: 99 percent / dichlorobis(triphenylphosphine)palladium(II) / toluene / 2 h / 110 °C

2.1: potassium carbonate / methanol / 1 h / 0 °C

3.1: n-Bu₃SnCl; ethyldiisopropylamine / 2 h / 20 °C

3.2: 698 mg / dichlorobis(triphenylphosphine)palladium(II) / benzene; toluene / 2 h / 80 °C

4.1: methyllithium lithium bromide complex / diethyl ether / 5 h / 20 °C

4.2: 91 percent / diethyl ether; tetrahydrofuran / 3 h / 20 °C

5.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

With tributyltin chloride; methyllithium; potassium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; 1.3: Stille coupling / 3.2: Stille coupling / 5.1: Dess-Martin oxidation;
DOI:10.1246/bcsj.79.944

Reference yield:

: 266674-51-5
1-methoxymethyl-2-[4-(trimethylsilyl)buta-1,3-diynyl]benzene

: 848642-03-5
1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / methanol / 1 h / 0 °C

2.1: n-Bu₃SnCl; ethyldiisopropylamine / 2 h / 20 °C

2.2: 698 mg / dichlorobis(triphenylphosphine)palladium(II) / benzene; toluene / 2 h / 80 °C

3.1: methyllithium lithium bromide complex / diethyl ether / 5 h / 20 °C

3.2: 91 percent / diethyl ether; tetrahydrofuran / 3 h / 20 °C

4.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

With tributyltin chloride; methyllithium; potassium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; 2.2: Stille coupling / 4.1: Dess-Martin oxidation;
DOI:10.1246/bcsj.79.944