rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid

Base Information

Chemical Name:rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid
CAS No.:950698-50-7
Molecular Formula:C₃₈H₄₃N₃O₅S
Molecular Weight:653.843
Hs Code.:

Synonyms:rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid

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Chemical Property of rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid

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Technology Process of rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid

There total 9 articles about rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid 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%

: 936350-00-4
3-[3-tert-butylsulfanyl-1-[4-(6-ethoxy-pyridin-3-yl)-benzyl]-5-(5-methyl-pyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethyl-propionic acid

: 950698-50-7
rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -20 - 0 ℃; Inert atmosphere;
DOI:10.1021/jm2008369

Reference yield:

: 4986-05-4
2,5-dimethylpyridine N-oxide

: 950698-50-7
rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.5 h / 100 °C / Inert atmosphere; Reflux

2: hydrogenchloride / water / 1 h / Inert atmosphere; Reflux

3: thionyl chloride / 0.5 h / Inert atmosphere; Reflux

4: caesium carbonate / acetonitrile / 12 h / 20 °C / Inert atmosphere

5: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 4 h / 60 °C / Inert atmosphere

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -20 - 0 °C / Inert atmosphere

With hydrogenchloride; thionyl chloride; lithium hydroxide monohydrate; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm2008369

Reference yield:

: 936351-54-1
3-[1-(4-bromo-benzyl)-3-tert-butylsulfanyl-5-hydroxy-1H-indol-2-yl]-2,2-dimethyl-propionic acid ethyl ester

: 950698-50-7
rac-3-[1-[4-(6-ethoxypyridin-3-yl)benzyl]-3-(2-methylpropane-2-sulfinyl)-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 12 h / 85 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 24 h / 80 °C / Inert atmosphere

3: caesium carbonate / acetonitrile / 12 h / 20 °C / Inert atmosphere

4: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 4 h / 60 °C / Inert atmosphere

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -20 - 0 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; potassium acetate; potassium carbonate; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 2: Suzuki coupling;
DOI:10.1021/jm2008369