Technology Process of (5R,6S)-5,6-bis(4-chlorophenyl)-2-[((2S,5R)-2-{[(3S)-3,4-dimethylpiperazin-1-yl]carbonyl}-5-ethylpyrrolidin-1-yl)carbonyl]-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazole
There total 7 articles about (5R,6S)-5,6-bis(4-chlorophenyl)-2-[((2S,5R)-2-{[(3S)-3,4-dimethylpiperazin-1-yl]carbonyl}-5-ethylpyrrolidin-1-yl)carbonyl]-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 16h;
DOI:10.1016/j.bmc.2013.04.056
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.1: toluene-4-sulfonic acid / 48 h / 20 °C
3.1: copper(I) bromide dimethylsulfide complex / diethyl ether / 0.5 h / -78 °C / Inert atmosphere
3.2: 16 h / -78 - 20 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
5.1: triethylamine / tetrahydrofuran / 1 h / 20 °C / Cooling with ice
6.1: trifluoroacetic acid; methoxybenzene / chloroform / 2 h / 20 - 40 °C
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C
With
copper(I) bromide dimethylsulfide complex; palladium 10% on activated carbon; hydrogen; lithium triethylborohydride; benzotriazol-1-ol; toluene-4-sulfonic acid; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.04.056
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: toluene-4-sulfonic acid / 48 h / 20 °C
2.1: copper(I) bromide dimethylsulfide complex / diethyl ether / 0.5 h / -78 °C / Inert atmosphere
2.2: 16 h / -78 - 20 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
4.1: triethylamine / tetrahydrofuran / 1 h / 20 °C / Cooling with ice
5.1: trifluoroacetic acid; methoxybenzene / chloroform / 2 h / 20 - 40 °C
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C
With
copper(I) bromide dimethylsulfide complex; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.04.056