Technology Process of methyl (1S,3R)-3-((2S,3S)-3-hydroxy-4-(2-((1R,3S)-3-(methoxycarbonylamino)-2,2-dimethylcyclobutanecarbonyl)-1-(4-(pyridin-2-yl)benzyl)hydrazinyl)-1-phenylbutan-2-ylcarbamoyl)-2,2-dimethylcyclobutylcarbamate
There total 9 articles about methyl (1S,3R)-3-((2S,3S)-3-hydroxy-4-(2-((1R,3S)-3-(methoxycarbonylamino)-2,2-dimethylcyclobutanecarbonyl)-1-(4-(pyridin-2-yl)benzyl)hydrazinyl)-1-phenylbutan-2-ylcarbamoyl)-2,2-dimethylcyclobutylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,3S)-3-(methoxycarbonylamino)-2,2-dimethylcyclobutanecarboxylic acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
dichloromethane;
at 0 ℃;
(2S,3S)-3-amino-4-phenyl-1-(1-(4-(pyridin-2-yl)benzyl)hydrazinyl)butan-2-ol hydrochloride;
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane; N,N-dimethyl-formamide;
at 20 ℃;
for 16h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: chloroformic acid ethyl ester; triethylamine / acetone / 3 h / 0 °C
1.2: 1.5 h / 0 - 20 °C
2.1: toluene / 4 h / 0 °C / Reflux
3.1: sodium hydroxide; bromine / water / 5 h / -5 °C
3.2: pH 2 - 3
4.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
5.1: hydrogen / palladium 10% on activated carbon / ethanol / 12 h / 20 °C
6.1: triethylamine / dichloromethane / 12 h / 0 - 20 °C
7.1: sodium hydroxide / tetrahydrofuran / 1 h / 0 - 20 °C
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0 °C
8.2: 16 h / 20 °C
With
hydrogen; bromine; chloroformic acid ethyl ester; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
3.1: Lieben degradation;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium periodate; water / ruthenium(III) trichloride hydrate / tetrachloromethane; acetonitrile / 12 h / 0 - 20 °C
2.1: chloroformic acid ethyl ester; triethylamine / acetone / 3 h / 0 °C
2.2: 1.5 h / 0 - 20 °C
3.1: toluene / 4 h / 0 °C / Reflux
4.1: sodium hydroxide; bromine / water / 5 h / -5 °C
4.2: pH 2 - 3
5.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
6.1: hydrogen / palladium 10% on activated carbon / ethanol / 12 h / 20 °C
7.1: triethylamine / dichloromethane / 12 h / 0 - 20 °C
8.1: sodium hydroxide / tetrahydrofuran / 1 h / 0 - 20 °C
9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0 °C
9.2: 16 h / 20 °C
With
sodium periodate; water; hydrogen; bromine; chloroformic acid ethyl ester; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
ruthenium(III) trichloride hydrate; palladium 10% on activated carbon;
In
tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
4.1: Lieben degradation;
