Technology Process of (R)-2-(9-chloro-7-(3-cyano-4-isopropoxybenzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid
There total 9 articles about (R)-2-(9-chloro-7-(3-cyano-4-isopropoxybenzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydroxide;
In
1,4-dioxane; methanol;
at 20 ℃;
DOI:10.1021/ml500422m
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: water; acetic acid / 40 h / Reflux
2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 22 - 29 °C / Inert atmosphere
2.2: 16 h / 20 °C / Inert atmosphere
3.1: copper(II) acetate monohydrate; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene / tetrahydrofuran; tert-butyl alcohol / 16 h / 5 - 10 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3.5 h / 2585.81 Torr
5.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C
6.1: N-chloro-succinimide / dichloromethane / 20 °C
7.1: sodium hydroxide / 1,4-dioxane; methanol / 20 °C
With
N-chloro-succinimide; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; palladium 10% on activated carbon; potassium tert-butylate; water; hydrogen; copper(II) acetate monohydrate; caesium carbonate; acetic acid; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ml500422m
- Guidance literature:
-
Multi-step reaction with 5 steps
1: copper(II) acetate monohydrate; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene / tetrahydrofuran; tert-butyl alcohol / 16 h / 5 - 10 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3.5 h / 2585.81 Torr
3: caesium carbonate / N,N-dimethyl-formamide / 20 °C
4: N-chloro-succinimide / dichloromethane / 20 °C
5: sodium hydroxide / 1,4-dioxane; methanol / 20 °C
With
N-chloro-succinimide; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; palladium 10% on activated carbon; hydrogen; copper(II) acetate monohydrate; caesium carbonate; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ml500422m