(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

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Chemical Name:(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol
CAS No.:1354495-51-4
Molecular Formula:C₃₈H₄₆F₆N₄O₄S
Molecular Weight:768.864
Hs Code.:

(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

Synonyms:(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

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Chemical Property of (-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

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Technology Process of (-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

There total 16 articles about (-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol 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%

: 263400-88-0
3-(methylsulfonyl)propyl 4-methylbenzenesulfonate

: 1354494-81-7
(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-[1-(5-hydroxypyrimidin-2-yl)piperidin-4-yl]-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol

: 1354495-51-4
(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

Guidance literature:: 3-(methylsulfonyl)propyl 4-methylbenzenesulfonate; (-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-[1-(5-hydroxypyrimidin-2-yl)piperidin-4-yl]-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

With 2-chloropyrimidine-5-ol; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

Reference yield: 44.0%

: 1354495-51-4
(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 1h;

Reference yield:

: 265108-36-9
4,4-difluorocyclohexane carboxyaldehyde

: 1354495-51-4
(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-2-(1-{5-[3-(methylsulphonyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-5,6,7,8-tetrahydroquinolin-5-ol

Guidance literature:: Multi-step reaction with 12 steps

1.1: toluene / 0.17 h / 100 °C

1.2: 15 h / Reflux

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 4 h / 20 °C

3.1: diisobutylaluminium hydride / toluene / 4 h / -50 - -21 °C

4.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.5 h / Cooling with ice

4.2: 3.5 h / 20 °C / Cooling with ice

5.1: tetrahydrofuran / 2.3 h / 20 °C / Cooling with ice

6.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane; cyclohexane / 6.3 h / Cooling with acetone-dry ice

7.1: zinc dibromide / dichloromethane / 68.5 h / 30 °C

8.1: CHIRALPAK AD-H 5cmID x 25cmL / hexane; isopropyl alcohol / 40 °C / Resolution of racemate

9.1: potassium carbonate / 1,4-dioxane / 20.5 h / 120 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

11.1: water; hydrogenchloride / 1,4-dioxane / 4.5 h / 80 °C

12.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

12.2: 3 h / 80 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; water; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc dibromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; mineral oil;