Technology Process of (S)-3-[4-(4'-chloro-2'-methylbiphenyl-3-ylmethoxy)phenyl]-3-(1-methyl-1H-tetrazol-5-yl)propionic acid
There total 8 articles about (S)-3-[4-(4'-chloro-2'-methylbiphenyl-3-ylmethoxy)phenyl]-3-(1-methyl-1H-tetrazol-5-yl)propionic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C26H25ClN4O3;
With
methanol; sodium hydroxide; water;
In
tetrahydrofuran;
for 8h;
With
hydrogenchloride;
In
water; dimethyl sulfoxide;
pH=2;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 2,6-dimethylpyridine; osmium(VIII) oxide / water; tert-butyl alcohol / 0.08 h
1.2: 20 - 30 °C
2.1: potassium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / water; acetonitrile / 3 h / -5 - 0 °C
3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; dichloromethane / 8 h
4.1: sodium azide; trifluoromethylsulfonic anhydride / acetonitrile / 12 h / 34 °C / Inert atmosphere
5.1: hydrogen; 5%-palladium/activated carbon / water; ethyl acetate / 8 h
6.1: caesium carbonate / N,N-dimethyl-formamide / 14 h / Inert atmosphere
7.1: sodium hydroxide; water / tetrahydrofuran / 8 h / Inert atmosphere
With
2,6-dimethylpyridine; sodium chlorite; potassium dihydrogenphosphate; osmium(VIII) oxide; sodium azide; trifluoromethylsulfonic anhydride; 5%-palladium/activated carbon; water; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ml400501x
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogen; quinoline / ethyl acetate / 8 h / Inert atmosphere
2.1: 2,6-dimethylpyridine; osmium(VIII) oxide / water; tert-butyl alcohol / 0.08 h
2.2: 20 - 30 °C
3.1: potassium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / water; acetonitrile / 3 h / -5 - 0 °C
4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; dichloromethane / 8 h
5.1: sodium azide; trifluoromethylsulfonic anhydride / acetonitrile / 12 h / 34 °C / Inert atmosphere
6.1: hydrogen; 5%-palladium/activated carbon / water; ethyl acetate / 8 h
7.1: caesium carbonate / N,N-dimethyl-formamide / 14 h / Inert atmosphere
8.1: sodium hydroxide; water / tetrahydrofuran / 8 h / Inert atmosphere
With
2,6-dimethylpyridine; quinoline; sodium chlorite; potassium dihydrogenphosphate; osmium(VIII) oxide; sodium azide; trifluoromethylsulfonic anhydride; 5%-palladium/activated carbon; water; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ml400501x