Technology Process of (3S)-1-(3-((4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl)propanoyl)-3-piperidinecarboxylic acid
There total 12 articles about (3S)-1-(3-((4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl)propanoyl)-3-piperidinecarboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
ethyl (3S)-1-(3-((4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl)propanoyl)-3-piperidinecarboxylate;
With
potassium carbonate;
In
tetrahydrofuran; methanol; water;
at 20 ℃;
Heating;
With
acetic acid;
In
tetrahydrofuran; methanol; water;
DOI:10.1016/j.bmc.2012.02.054
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: trichlorophosphate / 20 °C / Cooling with ice
1.2: 3 h / 50 °C
2.1: toluene / 7 h / 100 °C
3.1: sodium tetrahydroborate / methanol / 1 h / 20 °C
4.1: trifluoroacetic acid / dichloromethane / 8 h / 20 °C
5.1: CHIRALCEL OD column / hexane; isopropyl alcohol / Resolution of racemate
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C
7.1: triethylamine / dichloromethane / 3 h / 0 °C
8.1: dimethyl sulfoxide / 13 h / 50 °C
9.1: water; sodium hydroxide / isopropyl alcohol / 96 h / Reflux
9.2: Cooling with ice
10.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
11.1: potassium carbonate / tetrahydrofuran; methanol; water / 20 °C / Heating
With
sodium tetrahydroborate; lithium aluminium tetrahydride; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene;
1.1: Vilsmeier reaction / 1.2: Vilsmeier reaction / 2.1: Wittig reaction / 4.1: Michael reaction;
DOI:10.1016/j.bmc.2012.02.054
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: toluene / 7 h / 100 °C
2.1: sodium tetrahydroborate / methanol / 1 h / 20 °C
3.1: trifluoroacetic acid / dichloromethane / 8 h / 20 °C
4.1: CHIRALCEL OD column / hexane; isopropyl alcohol / Resolution of racemate
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C
6.1: triethylamine / dichloromethane / 3 h / 0 °C
7.1: dimethyl sulfoxide / 13 h / 50 °C
8.1: water; sodium hydroxide / isopropyl alcohol / 96 h / Reflux
8.2: Cooling with ice
9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
10.1: potassium carbonate / tetrahydrofuran; methanol; water / 20 °C / Heating
With
sodium tetrahydroborate; lithium aluminium tetrahydride; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene;
1.1: Wittig reaction / 3.1: Michael reaction;
DOI:10.1016/j.bmc.2012.02.054
![ethyl (3S)-1-(3-((4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl)propanoyl)-3-piperidinecarboxylate](/Databaselist/images/loading.webp)
