Technology Process of (5aR,6S,6aS)-3-((2’,4-difluoro-4’-(3-(methylsulfonyl)propoxy)-6’-(trifluoromethyl)-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid
There total 15 articles about (5aR,6S,6aS)-3-((2’,4-difluoro-4’-(3-(methylsulfonyl)propoxy)-6’-(trifluoromethyl)-[1,1‘-biphenyl]-3-yl)methoxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hydroxide monohydrate; water;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 4h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 18.33 h / Reflux; Inert atmosphere
2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Reflux; Inert atmosphere
3.1: rhodium(II) acetate / dichloromethane / 0.25 h
3.2: 3 h / Reflux
4.1: trifluoroacetic acid / dichloromethane / 20 °C
5.1: sulfuric acid; sodium nitrite / 2 h / 0 - 20 °C
6.1: silver carbonate / toluene / 110 °C / Inert atmosphere
7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / tetrahydrofuran; water / 0.17 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
8.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 4 h / 20 °C
With
rhodium(II) acetate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; lithium hydroxide monohydrate; sulfuric acid; water; caesium carbonate; silver carbonate; trifluoroacetic acid; sodium nitrite;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
- Guidance literature:
-
Multi-step reaction with 3 steps
1: bromine; acetic acid / 4 h / 20 °C
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / tetrahydrofuran; water / 0.17 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
3: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 4 h / 20 °C
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; lithium hydroxide monohydrate; water; bromine; acetic acid;
In
tetrahydrofuran; methanol; water;