Technology Process of 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetic acid
There total 13 articles about 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
ethyl 2-(1-(3-[(4R,6S)-8-chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]propanoyl)-3-azetidinyl)acetate;
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 3 steps
1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; water / 14 h / 3800.26 Torr
2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / ethanol; dichloromethane / 20 °C
3: potassium carbonate / tetrahydrofuran; methanol; water / 20 °C / Heating
With
hydrogenchloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
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 / ethanol; 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; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene;
1.1: Wittig reaction / 3.1: Michael reaction;
DOI:10.1016/j.bmc.2012.02.054