Technology Process of methyl (S)-1-(2-((2S,3S)-3-((1S,3R)-3-(tert-butoxycarbonylamino)-2,2-dimethylcyclobutanecarboxamido)-2-hydroxy-4-phenylbutyl)-2-(4-(pyridin-2-yl)benzyl)hydrazinyl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate
There total 13 articles about methyl (S)-1-(2-((2S,3S)-3-((1S,3R)-3-(tert-butoxycarbonylamino)-2,2-dimethylcyclobutanecarboxamido)-2-hydroxy-4-phenylbutyl)-2-(4-(pyridin-2-yl)benzyl)hydrazinyl)-3,3-dimethyl-1-oxobutan-2-ylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1S,3R)-3-(tert-butoxycarbonylamino)-2,2-dimethylcyclobutan-1-carboxylic acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
at 0 ℃;
{(S)-1-[N'-((2S,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}-carbamic acid methyl ester;
With
4-methyl-morpholine;
In
dichloromethane; N,N-dimethyl-formamide;
at 20 ℃;
for 48h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydroxide / 1,4-dioxane; water / 18 h / 60 °C / pH 8 - 9
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / ethyl acetate / 0 °C
2.2: 18 h / 20 °C
3.1: hydrogenchloride; water / 1,4-dioxane / 12 h / 0 - 20 °C
4.1: isopropyl alcohol / 12 h / Reflux
5.1: hydrogen; sodium formate / palladium 10% on activated carbon / ethanol; water / 12 h / 20 °C
6.1: isopropyl alcohol / 16 h / Reflux
7.1: hydrogenchloride; water / tetrahydrofuran / 3 h / 0 - 50 °C
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0 °C
8.2: 48 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; water; hydrogen; sodium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / ethyl acetate / 0 °C
1.2: 18 h / 20 °C
2.1: hydrogenchloride; water / 1,4-dioxane / 12 h / 0 - 20 °C
3.1: isopropyl alcohol / 12 h / Reflux
4.1: hydrogen; sodium formate / palladium 10% on activated carbon / ethanol; water / 12 h / 20 °C
5.1: isopropyl alcohol / 16 h / Reflux
6.1: hydrogenchloride; water / tetrahydrofuran / 3 h / 0 - 50 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0 °C
7.2: 48 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; water; hydrogen; sodium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;