3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

Base Information

Chemical Name:3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide
CAS No.:1424337-29-0
Molecular Formula:C₃₆H₄₉Cl₂N₃O₆Si
Molecular Weight:718.793
Hs Code.:

3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

Synonyms:3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

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Chemical Property of 3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

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Technology Process of 3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

There total 12 articles about 3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide 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: 40.0%

: 956234-47-2
(2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethoxy)(tert-butyl)dimethylsilane

: 1424337-25-6
3-(5-aminopentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

: 1424337-29-0
3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 65 ℃; for 24h;
DOI:10.1016/j.bmcl.2012.11.058

Reference yield:

: 954-81-4
N-(5-bromopentyl)phthalimide

: 1424337-29-0
3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 19 h / 65 °C

2.1: sodium dihydrogenphosphate; sodium chlorite; dihydrogen peroxide / acetonitrile; water / 24.5 h / 15 - 20 °C

3.1: thionyl chloride / 6 h / Reflux

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 20 °C

4.2: 1.5 h / 10 - 20 °C

5.1: hydrazine hydrate / ethanol / 2 h / Reflux

6.1: triethylamine / N,N-dimethyl-formamide / 24 h / 65 °C

With sodium chlorite; sodium dihydrogenphosphate; thionyl chloride; dihydrogen peroxide; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; potassium iodide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.bmcl.2012.11.058

Reference yield:

: 111-24-0
1,5-dibromo-pentane

: 1424337-29-0
3-(5-(2-(tert-butyldimethylsilyloxy)-2-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethylamino)pentyloxy)-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

2.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 19 h / 65 °C

3.1: sodium dihydrogenphosphate; sodium chlorite; dihydrogen peroxide / acetonitrile; water / 24.5 h / 15 - 20 °C

4.1: thionyl chloride / 6 h / Reflux

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 20 °C

5.2: 1.5 h / 10 - 20 °C

6.1: hydrazine hydrate / ethanol / 2 h / Reflux

7.1: triethylamine / N,N-dimethyl-formamide / 24 h / 65 °C

With sodium chlorite; sodium dihydrogenphosphate; thionyl chloride; dihydrogen peroxide; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; potassium iodide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.bmcl.2012.11.058