2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile

Base Information

Chemical Name:2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile
CAS No.:312327-04-1
Molecular Formula:C₂₅H₃₀N₂O₄Si
Molecular Weight:450.61
Hs Code.:

Synonyms:2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile

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Chemical Property of 2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile

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Technology Process of 2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile

There total 5 articles about 2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile 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: 56.0%

: 312327-03-0
5-[5-[1-(tert-butyldimethylsilyloxy)-1-cyanomethyl]-2-benzyloxy-3-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

: 312327-04-1
2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile

Guidance literature:: In diphenylether; at 240 ℃; for 0.333333h;
DOI:10.1021/jo001080s

Reference yield:

: 6635-20-7
isonitrovanillin

: 312327-04-1
2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / KOH; benzyltriethylammonium chloride / CH₂Cl₂ / 24 h / 20 °C

2.1: 18-crown-6; ZnI₂ / acetonitrile / 0.25 h / 20 °C

2.2: 92 percent / acetonitrile / 3 h / 70 °C

3.1: 86 percent / aq. NH₄O₂CCH₃; TiCl₃; aq. HCl / acetone / 12 h / 20 °C

4.1: 85 percent / trimethyl orthoformate / 12 h / Heating

5.1: 56 percent / diphenyl ether / 0.33 h / 240 °C

With hydrogenchloride; potassium hydroxide; titanium(III) chloride; 18-crown-6 ether; ammonium acetate; N-benzyl-N,N,N-triethylammonium chloride; zinc(II) iodide; trimethyl orthoformate; In diphenylether; dichloromethane; acetone; acetonitrile; 1.1: Alkylation / 2.1: Addition / 2.2: silylation / 3.1: Reduction / 4.1: Condensation / 5.1: Cyclization;
DOI:10.1021/jo001080s

Reference yield:

: 100-39-0
benzyl bromide

: 312327-04-1
2-(tert-butyldimethylsilyloxy)-2-[8-benzyloxy-7-methoxy-4(1H)-quinolinon-5-yl]ethanonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / KOH; benzyltriethylammonium chloride / CH₂Cl₂ / 24 h / 20 °C

2.1: 18-crown-6; ZnI₂ / acetonitrile / 0.25 h / 20 °C

2.2: 92 percent / acetonitrile / 3 h / 70 °C

3.1: 86 percent / aq. NH₄O₂CCH₃; TiCl₃; aq. HCl / acetone / 12 h / 20 °C

4.1: 85 percent / trimethyl orthoformate / 12 h / Heating

5.1: 56 percent / diphenyl ether / 0.33 h / 240 °C

With hydrogenchloride; potassium hydroxide; titanium(III) chloride; 18-crown-6 ether; ammonium acetate; N-benzyl-N,N,N-triethylammonium chloride; zinc(II) iodide; trimethyl orthoformate; In diphenylether; dichloromethane; acetone; acetonitrile; 1.1: Alkylation / 2.1: Addition / 2.2: silylation / 3.1: Reduction / 4.1: Condensation / 5.1: Cyclization;
DOI:10.1021/jo001080s