Technology Process of 1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-ol
There total 3 articles about 1-(3-{4-[2-(methoxymethyl)phenyl]buta-1,3-diynyl}thiophen-2-yl)-5-(trimethylsilyl)penta-2,4-diyn-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 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
With
tributyltin chloride; methyllithium; potassium carbonate; N-ethyl-N,N-diisopropylamine;
In
methanol; diethyl ether;
1.3: Stille coupling / 3.2: Stille coupling;
DOI:10.1246/bcsj.79.944
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: n-Bu3SnCl; ethyldiisopropylamine / 2 h / 20 °C
1.2: 698 mg / dichlorobis(triphenylphosphine)palladium(II) / benzene; toluene / 2 h / 80 °C
2.1: methyllithium lithium bromide complex / diethyl ether / 5 h / 20 °C
2.2: 91 percent / diethyl ether; tetrahydrofuran / 3 h / 20 °C
With
tributyltin chloride; methyllithium; N-ethyl-N,N-diisopropylamine;
In
diethyl ether;
1.2: Stille coupling;
DOI:10.1246/bcsj.79.944
- Guidance literature:
-
Multi-step reaction with 3 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
With
tributyltin chloride; methyllithium; potassium carbonate; N-ethyl-N,N-diisopropylamine;
In
methanol; diethyl ether;
2.2: Stille coupling;
DOI:10.1246/bcsj.79.944