(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Base Information

Chemical Name:(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline
CAS No.:1354495-63-8
Molecular Formula:C₅₀H₅₂F₆N₄O₄
Molecular Weight:886.978
Hs Code.:

(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Synonyms:(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

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Chemical Property of (5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

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Technology Process of (5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

There total 17 articles about (5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline 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: 26.0%

: 1354495-63-8
(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Guidance literature:: With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; In toluene; at 100 ℃; for 0.666667h; Microwave irradiation;

Reference yield:

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

: 1354495-63-8
(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 9 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 / 2 h / -50 °C

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

4.2: 3.5 h / 20 °C / Cooling with ice

5.1: magnesium / tetrahydrofuran

5.2: 2.3 h / 20 °C / Cooling with ice

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

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

8.1: CHIRALPAK? AD-H / hexane; isopropyl alcohol

9.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 7 h / 60 - 80 °C

9.2: 3.5 h / 80 - 100 °C

With sodium hydride; diisobutylaluminium hydride; magnesium; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc dibromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; mineral oil;

Reference yield:

: 1354496-08-4
2-chloro-5-[3-(methoxycarbonyl)phenyl]pyrimidine

: 1354495-70-7
(-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline

: 1354495-63-8
(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-2-(1-{5-[3-(methoxycarbonyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Guidance literature:: 2-chloro-5-[3-(methoxycarbonyl)phenyl]pyrimidine; (-)-(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline; With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 60 - 80 ℃; for 7h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 80 - 100 ℃; for 3.5h;