Technology Process of 2-(4-(benzyloxy)-1-hydroxy-6-(pyrazin-2-yloxy)-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetic acid
There total 8 articles about 2-(4-(benzyloxy)-1-hydroxy-6-(pyrazin-2-yloxy)-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: trichlorophosphate / 1 h / 0 - 100 °C
2.1: boron tribromide / dichloromethane / -78 - 20 °C
3.1: pyridinium p-toluenesulfonate / dichloromethane / 2 h / 20 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
5.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
6.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 1.5 h / 20 - 45 °C
6.2: 0.5 h / -78 - 0 °C / Ice bath
7.1: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
8.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 90 °C
9.1: water; lithium hydroxide / ethanol / 20 °C
9.2: pH 3
With
hydrogenchloride; chloro-trimethyl-silane; water; potassium acetate; boron tribromide; potassium carbonate; caesium carbonate; lithium hydroxide; zinc; trichlorophosphate;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: boron tribromide / dichloromethane / -78 - 20 °C
2.1: pyridinium p-toluenesulfonate / dichloromethane / 2 h / 20 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
4.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
5.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 1.5 h / 20 - 45 °C
5.2: 0.5 h / -78 - 0 °C / Ice bath
6.1: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
7.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 90 °C
8.1: water; lithium hydroxide / ethanol / 20 °C
8.2: pH 3
With
hydrogenchloride; chloro-trimethyl-silane; water; potassium acetate; boron tribromide; potassium carbonate; caesium carbonate; lithium hydroxide; zinc;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere
3.1: chloro-trimethyl-silane; zinc / tetrahydrofuran / 1.5 h / 20 - 45 °C
3.2: 0.5 h / -78 - 0 °C / Ice bath
4.1: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 90 °C
6.1: water; lithium hydroxide / ethanol / 20 °C
6.2: pH 3
With
hydrogenchloride; chloro-trimethyl-silane; water; potassium acetate; potassium carbonate; caesium carbonate; lithium hydroxide; zinc;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;