Technology Process of (5R,6S)-5,6-Bis(4-chlorophenyl)-3-isopropyl-6-methyl-2-({(2R,5S)-2-methyl-5-[(3,3,4-trimethylpiperazin-1-yl)carbonyl]pyrrolidin-1-yl}carbonyl)-5,6-dihydroimidazo[2,1-b][1,3]thiazole
There total 10 articles about (5R,6S)-5,6-Bis(4-chlorophenyl)-3-isopropyl-6-methyl-2-({(2R,5S)-2-methyl-5-[(3,3,4-trimethylpiperazin-1-yl)carbonyl]pyrrolidin-1-yl}carbonyl)-5,6-dihydroimidazo[2,1-b][1,3]thiazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
formaldehyd; (5R,6S)-5,6-bis(4-chlorophenyl)-2-({(2S,5R)-2-[(3,3-dimethylpiperazin-1-yl)carbonyl]-5-methylpyrrolidin-1-yl}carbonyl)-3-isopropyl-6-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazole;
In
1,4-dioxane; water;
at 20 ℃;
for 0.25h;
With
sodium tris(acetoxy)borohydride;
In
1,4-dioxane; water;
at 20 ℃;
for 16h;
DOI:10.1016/j.bmc.2013.04.056
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: perchloric acid / water / 16 h / 20 °C
2.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid / 48 h / 20 °C
4.1: copper(I) bromide dimethylsulfide complex / diethyl ether / 0.5 h / -78 °C / Inert atmosphere
4.2: 16 h / -78 - 20 °C / Inert atmosphere
5.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
6.1: triethylamine / tetrahydrofuran / 1 h / 20 °C / Cooling with ice
7.1: trifluoroacetic acid; methoxybenzene / chloroform / 2 h / 20 - 40 °C
8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 20 °C / Cooling with ice
9.1: water; 1,4-dioxane / 0.25 h / 20 °C
9.2: 16 h / 20 °C
With
perchloric acid; 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; 1,4-dioxane; methanol; diethyl ether; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.04.056
- Guidance literature:
-
Multi-step reaction with 8 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 / 20 h / 20 °C / Cooling with ice
8.1: water; 1,4-dioxane / 0.25 h / 20 °C
8.2: 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; 1,4-dioxane; methanol; diethyl ether; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.04.056
