1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea

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Chemical Name:1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea
CAS No.:1325725-59-4
Molecular Formula:C₃₂H₃₂F₆N₄OS
Molecular Weight:634.689
Hs Code.:

Synonyms:1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea

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Chemical Property of 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea

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Technology Process of 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea

There total 10 articles about 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 1325725-80-1
(S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-aminium chloride

: 23165-29-9
3,5-bistrifluoromethylphenylisothiocyanate

: 1325725-59-4
1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea

Guidance literature:: With triethylamine; In dichlorormethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ja205602j

Reference yield:

: 1325725-77-6
(R)-tert-butyl 2-(9-methyl-9H-carbazol-4-yl)pyrrolidine-1-carboxylate

: 1325725-59-4
1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / 1,3-dioxane / 2 h / 20 °C / Inert atmosphere

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

3: hydrogenchloride / 1,3-dioxane / 12 h / 20 °C / Inert atmosphere

4: triethylamine / dichlorormethane / 18 h / 20 °C / Inert atmosphere

With hydrogenchloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,3-dioxane; dichlorormethane; dichloromethane;
DOI:10.1021/ja205602j

Reference yield:

: 4-bromo-9-methyl-9H-carbazole

: 1325725-59-4
1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-3,3-dimethyl-1-((R)-2-(9-methyl-9H-carbazol-4-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)thiourea

Guidance literature:: Multi-step reaction with 5 steps

1.1: sec.-butyllithium; (-)-sparteine / tert-butyl methyl ether; cyclohexane / 3 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

1.3: 46 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,3-dioxane / 2 h / 20 °C / Inert atmosphere

3.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride / 1,3-dioxane / 12 h / 20 °C / Inert atmosphere

5.1: triethylamine / dichlorormethane / 18 h / 20 °C / Inert atmosphere

With hydrogenchloride; sec.-butyllithium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; (-)-sparteine; In 1,3-dioxane; dichlorormethane; dichloromethane; tert-butyl methyl ether; cyclohexane;
DOI:10.1021/ja205602j