Technology Process of methyl (2S,4R)-1-(3-chloro-5-(5-(2-(methoxymethyl)-2'-methylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)-4-(tert-butyldimethylsilyloxy)-pyrrolidine-2-carboxylate
There total 11 articles about methyl (2S,4R)-1-(3-chloro-5-(5-(2-(methoxymethyl)-2'-methylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)-4-(tert-butyldimethylsilyloxy)-pyrrolidine-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 5 steps
1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.33 h / 120 °C / Irradiation with microwave
2: 1H-imidazole / N,N-dimethyl-formamide / 21 h / 20 °C
3: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / ethanol; dichloromethane / 96 h / 20 °C
4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 18 h / 20 °C
5: acetonitrile / 0.5 h / 150 °C / Irradiation with microwave
With
1H-imidazole; hydroxylamine hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
In
acetonitrile;
at 150 ℃;
for 0.5h;
Irradiation with microwave;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / water; toluene / 1 h / Inert atmosphere of N2; Reflux
2.1: water; sodium hydroxide / ethanol / 1 h / 60 °C
2.2: pH 2
3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 18 h / 20 °C
4.1: acetonitrile / 0.5 h / 150 °C / Irradiation with microwave
With
water; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0);
In
ethanol; water; toluene; acetonitrile;
1.1: Suzuki-Miyura coupling;