4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline

Base Information

Chemical Name:4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline
CAS No.:1335060-57-5
Molecular Formula:C₂₈H₃₉NO₅Si
Molecular Weight:497.707
Hs Code.:

Synonyms:4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline

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Chemical Property of 4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline

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Technology Process of 4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline

There total 6 articles about 4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline 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: 98.0%

: 21852-32-4
4-bromomethyl-1,2-dimethoxybenzene

: 1-[4-(tert-butyldimethylsilyloxymethyl)-6-methoxyquinolin-3-yl]ethanol

: 1335060-57-5
4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline

Guidance literature:: 1-[4-(tert-butyldimethylsilyloxymethyl)-6-methoxyquinolin-3-yl]ethanol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.25h;

4-bromomethyl-1,2-dimethoxybenzene; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;
DOI:10.1016/j.tet.2011.07.090

Reference yield:

: 64605-34-1
1-(2-amino-5-methoxyphenyl)-2-chloroethan-1-one

: 1335060-57-5
4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 24 h / 65 °C / Sealed tube

2.1: methanol; potassium carbonate / 3 h / Inert atmosphere; Reflux

3.1: 1-methyl-1H-imidazole; iodine / dichloromethane / 5 h / 20 °C

4.1: sodium tetrahydroborate / methanol / 0 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C

5.2: 0 - 20 °C

With 1-methyl-1H-imidazole; methanol; sodium tetrahydroborate; iodine; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; mineral oil;
DOI:10.1016/j.tet.2011.07.090

Reference yield:

: 104-94-9
4-methoxy-aniline

: 1335060-57-5
4-tert-butyldimethylsilyloxymethyl-3-[1-(3,4-dimethoxybenzyloxy)ethyl]-6-methoxyquinoline

Guidance literature:: Multi-step reaction with 6 steps

1.1: boron trichloride; titanium tetrachloride / dichloromethane; toluene / 0 - 120 °C

1.2: 1 h / Reflux

1.3: 0 °C / pH 4

2.1: tetrahydrofuran / 24 h / 65 °C / Sealed tube

3.1: methanol; potassium carbonate / 3 h / Inert atmosphere; Reflux

4.1: 1-methyl-1H-imidazole; iodine / dichloromethane / 5 h / 20 °C

5.1: sodium tetrahydroborate / methanol / 0 °C

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C

6.2: 0 - 20 °C

With 1-methyl-1H-imidazole; methanol; sodium tetrahydroborate; iodine; boron trichloride; titanium tetrachloride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil; 1.1: Sugasawa reaction / 1.2: Sugasawa reaction;
DOI:10.1016/j.tet.2011.07.090