Technology Process of 3-[(2R,5R)-5-cyclohexyl-3-oxo-2-(2-oxoethyl)morpholin-4-yl]-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester
There total 9 articles about 3-[(2R,5R)-5-cyclohexyl-3-oxo-2-(2-oxoethyl)morpholin-4-yl]-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; copper(l) iodide / tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere; Sealed
1.2: pH 4
2.1: n-butyllithium / n-heptane; tetrahydrofuran / 1 h / -78 °C
2.2: 2 h / -78 - 20 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C
4.1: potassium carbonate; copper(l) iodide / 1,4-dioxane / 48 h / 110 °C / Inert atmosphere
5.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C
5.2: -78 - 20 °C
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran; acetone / 0 - 20 °C
6.2: 0 - 20 °C
With
copper(l) iodide; osmium(VIII) oxide; n-butyllithium; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; 1,4-dioxane; n-heptane; water; N,N-dimethyl-formamide; acetone;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; copper(l) iodide / tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere; Sealed
1.2: pH 4
2.1: n-butyllithium / n-heptane; tetrahydrofuran / 1 h / -78 °C
2.2: 2 h / -78 - 20 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C
4.1: potassium carbonate; copper(l) iodide / 1,4-dioxane / 48 h / 110 °C / Inert atmosphere
5.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C
5.2: -78 - 20 °C
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran; acetone / 0 - 20 °C
6.2: 0 - 20 °C
With
copper(l) iodide; osmium(VIII) oxide; n-butyllithium; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; 1,4-dioxane; n-heptane; water; N,N-dimethyl-formamide; acetone;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine; titanium tetrachloride / dichloromethane / Cooling with ice
1.2: 2.02 h / Reflux
2.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / Reflux
3.1: potassium carbonate; copper(l) iodide / 1,4-dioxane / 48 h / 110 °C / Inert atmosphere
4.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -78 °C
4.2: -78 - 20 °C
5.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tetrahydrofuran; acetone / 0 - 20 °C
5.2: 0 - 20 °C
With
copper(l) iodide; osmium(VIII) oxide; ammonium formate; titanium tetrachloride; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetone;
