Technology Process of methyl 3-[(R)-1-(2-chloro-3-hydroxy-phenyl)-ethoxy]-5-(5-trifluoromethoxy-benzoimidazol-1-yl)-thiophene-2-carboxylate
There total 12 articles about methyl 3-[(R)-1-(2-chloro-3-hydroxy-phenyl)-ethoxy]-5-(5-trifluoromethoxy-benzoimidazol-1-yl)-thiophene-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: caesium carbonate / tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 16 h / 60 °C
2: hydrogen / 5 % platinum on sulfided carbon / ethyl acetate / 36 h / 38002.6 Torr
3: pyridinium p-toluenesulfonate / 24 h
4: trifluoroacetic acid / chloroform / 2 h / 60 °C
5: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 1 h
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h
With
di-tert-butyl-diazodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; caesium carbonate; triphenylphosphine; trifluoroacetic acid;
tris-(dibenzylideneacetone)dipalladium(0); 5 % platinum on sulfided carbon; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; ethyl acetate;
1: Suzuki Coupling / 5: Mitsunobu reaction;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 1 h / 20 °C
2: caesium carbonate / tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 16 h / 60 °C
3: hydrogen / 5 % platinum on sulfided carbon / ethyl acetate / 36 h / 38002.6 Torr
4: pyridinium p-toluenesulfonate / 24 h
5: trifluoroacetic acid / chloroform / 2 h / 60 °C
6: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 1 h
7: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h
With
tert.-butylnitrite; di-tert-butyl-diazodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; caesium carbonate; triphenylphosphine; trifluoroacetic acid; copper(ll) bromide;
tris-(dibenzylideneacetone)dipalladium(0); 5 % platinum on sulfided carbon; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; ethyl acetate; acetonitrile;
2: Suzuki Coupling / 6: Mitsunobu reaction;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: hydrogen / 5 % platinum on sulfided carbon / ethyl acetate / 36 h / 38002.6 Torr
2: pyridinium p-toluenesulfonate / 24 h
3: trifluoroacetic acid / chloroform / 2 h / 60 °C
4: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 1 h
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h
With
di-tert-butyl-diazodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; triphenylphosphine; trifluoroacetic acid;
5 % platinum on sulfided carbon;
In
tetrahydrofuran; dichloromethane; chloroform; ethyl acetate;
4: Mitsunobu reaction;