3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

Base Information

Chemical Name:3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline
CAS No.:689293-48-9
Molecular Formula:C₂₆H₂₉NO₂Si
Molecular Weight:415.607
Hs Code.:

3-[1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

Synonyms:3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

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Chemical Property of 3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

Chemical Property:

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Technology Process of 3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

There total 4 articles about 3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline 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: 60.0%

: 536-74-3
phenylacetylene

: 689293-46-7
3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-2-iodo-6-methoxy-quinoline

: 689293-48-9
3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In toluene; at 20 ℃; sonification;
DOI:10.1016/j.tetlet.2004.02.022

Reference yield:

: 73568-29-3
2-chloro-6-methoxyquinolin-3-carboxaldehyde

: 689293-48-9
3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / tetrahydrofuran / 40 °C

2: 100 percent / MnO₂ / toluene / 80 °C

3: 98 percent / NaI; aq. HCl / acetonitrile / Heating

4: 77 percent / Et₃N / CH₂Cl₂

5: 60 percent / PdCl₂(PPh₃)2; CuI; Et₃N / toluene / 20 °C / sonification

With hydrogenchloride; manganese(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 3: Finkelstein reaction / 5: Sonogashira reaction;
DOI:10.1016/j.tetlet.2004.02.022

Reference yield:

: 95733-91-8
1-(2-chloro-6-methoxyquinolin-3-yl)ethanone

: 689293-48-9
3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-6-methoxy-2-phenylethynyl-quinoline

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / NaI; aq. HCl / acetonitrile / Heating

2: 77 percent / Et₃N / CH₂Cl₂

3: 60 percent / PdCl₂(PPh₃)2; CuI; Et₃N / toluene / 20 °C / sonification

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; sodium iodide; In dichloromethane; toluene; acetonitrile; 1: Finkelstein reaction / 3: Sonogashira reaction;
DOI:10.1016/j.tetlet.2004.02.022