Technology Process of (2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-indolin-2-yl-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]carboxamide
There total 8 articles about (2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-indolin-2-yl-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 60h;
DOI:10.1021/jm000410y
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 60 percent / hydrazine hydrate / 28 h / Heating
2.1: 69 percent / p-toluenesulfonic acid monohydrate / 80 - 120 °C
3.1: n-BuLi; MgBr2*OEt2 / hexane / 1.5 h / -70 - -45 °C
3.2: 53 percent / hexane; tetrahydrofuran / -45 - -20 °C
4.1: 100 percent / HCl / dioxane / 2 h / 20 °C
5.1: 96 percent / HOBt*H2O; EDC*HCl; N-methylmorpholine / dimethylformamide / 20 h / 20 °C
6.1: HCl / dioxane / 1 h / 20 °C
7.1: 73 percent / EDC*HCl; N-methylmorpholine / dimethylformamide / 60 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; n-butyllithium; benzotriazol-1-ol; toluene-4-sulfonic acid; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; magnesium bromide;
In
1,4-dioxane; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm000410y
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 69 percent / p-toluenesulfonic acid monohydrate / 80 - 120 °C
2.1: n-BuLi; MgBr2*OEt2 / hexane / 1.5 h / -70 - -45 °C
2.2: 53 percent / hexane; tetrahydrofuran / -45 - -20 °C
3.1: 100 percent / HCl / dioxane / 2 h / 20 °C
4.1: 96 percent / HOBt*H2O; EDC*HCl; N-methylmorpholine / dimethylformamide / 20 h / 20 °C
5.1: HCl / dioxane / 1 h / 20 °C
6.1: 73 percent / EDC*HCl; N-methylmorpholine / dimethylformamide / 60 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; n-butyllithium; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; magnesium bromide;
In
1,4-dioxane; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm000410y
