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

Base Information

Chemical Name:5-[5-[1-(tert-butyldimethylsilyloxy)-1-cyanomethyl]-2-benzyloxy-3-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione
CAS No.:312327-03-0
Molecular Formula:C₂₉H₃₆N₂O₇Si
Molecular Weight:552.7
Hs Code.:

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

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Chemical Property of 5-[5-[1-(tert-butyldimethylsilyloxy)-1-cyanomethyl]-2-benzyloxy-3-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

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Technology Process of 5-[5-[1-(tert-butyldimethylsilyloxy)-1-cyanomethyl]-2-benzyloxy-3-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

There total 5 articles about 5-[5-[1-(tert-butyldimethylsilyloxy)-1-cyanomethyl]-2-benzyloxy-3-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 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%

: 15568-85-1
5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione

: 312327-02-9
2-(5-amino-4-benzyloxy-3-methoxyphenyl)-2-(tert-butyldimethylsilyloxy)ethanonitrile

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

Guidance literature:: With trimethyl orthoformate; for 12h; Heating;
DOI:10.1021/jo001080s

Reference yield:

: 6635-20-7
isonitrovanillin

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

Guidance literature:: Multi-step reaction with 4 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

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 dichloromethane; acetone; acetonitrile; 1.1: Alkylation / 2.1: Addition / 2.2: silylation / 3.1: Reduction / 4.1: Condensation;
DOI:10.1021/jo001080s

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 4 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

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 dichloromethane; acetone; acetonitrile; 1.1: Alkylation / 2.1: Addition / 2.2: silylation / 3.1: Reduction / 4.1: Condensation;
DOI:10.1021/jo001080s