Technology Process of (R)-ethyl 3-amino-3-(3-chloro-5-(1-cyanocyclobutyl)phenyl)propanoate
There total 10 articles about (R)-ethyl 3-amino-3-(3-chloro-5-(1-cyanocyclobutyl)phenyl)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: sulfuric acid / 8 h / 70 °C
2.1: n-butyllithium; N-cyclohexyl-cyclohexanamine / hexane; toluene / 0.25 h / 0 - 25 °C / Inert atmosphere
2.2: 1 h / Inert atmosphere
3.1: water; sodium hydroxide / methanol / 3 h / 80 °C
4.1: tert-butyl chloroformate; triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
5.1: trifluoroacetic anhydride; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
6.1: toluene-4-sulfonic acid / acetone / 14 h / 20 °C / Inert atmosphere
7.1: ammonium acetate / ethanol / 7 h / 80 °C
8.1: potassium dihydrogenphosphate; Amano Lipase PS; sodium hydroxide / water / 120 h / 20 °C / pH 8.25 / Enzymatic reaction
8.2: 0.25 h / 20 °C
With
potassium dihydrogenphosphate; n-butyllithium; Amano Lipase PS; sulfuric acid; ammonium acetate; water; toluene-4-sulfonic acid; tert-butyl chloroformate; triethylamine; N-cyclohexyl-cyclohexanamine; trifluoroacetic anhydride; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; acetone; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium; N-cyclohexyl-cyclohexanamine / hexane; toluene / 0.25 h / 0 - 25 °C / Inert atmosphere
1.2: 1 h / Inert atmosphere
2.1: water; sodium hydroxide / methanol / 3 h / 80 °C
3.1: tert-butyl chloroformate; triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
4.1: trifluoroacetic anhydride; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
5.1: toluene-4-sulfonic acid / acetone / 14 h / 20 °C / Inert atmosphere
6.1: ammonium acetate / ethanol / 7 h / 80 °C
7.1: potassium dihydrogenphosphate; Amano Lipase PS; sodium hydroxide / water / 120 h / 20 °C / pH 8.25 / Enzymatic reaction
7.2: 0.25 h / 20 °C
With
potassium dihydrogenphosphate; n-butyllithium; Amano Lipase PS; ammonium acetate; water; toluene-4-sulfonic acid; tert-butyl chloroformate; triethylamine; N-cyclohexyl-cyclohexanamine; trifluoroacetic anhydride; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; acetone; toluene;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tert-butyl chloroformate; triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
2.1: trifluoroacetic anhydride; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid / acetone / 14 h / 20 °C / Inert atmosphere
4.1: ammonium acetate / ethanol / 7 h / 80 °C
5.1: potassium dihydrogenphosphate; Amano Lipase PS; sodium hydroxide / water / 120 h / 20 °C / pH 8.25 / Enzymatic reaction
5.2: 0.25 h / 20 °C
With
potassium dihydrogenphosphate; Amano Lipase PS; ammonium acetate; toluene-4-sulfonic acid; tert-butyl chloroformate; triethylamine; trifluoroacetic anhydride; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetone;