(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-{1-[5-(3-methyl-1,2,4-oxadiazol-5-yl)pyrimidin-2-yl]piperidin-4-yl}-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]-7,7-dimethyl-2-{1-[5-(3-methyl-1,2,4-oxadiazol-5-yl)pyrimidin-2-yl]piperidin-4-yl}-5,6,7,8-tetrahydroquinoline
CAS No.:1354495-89-8
Molecular Formula:C₄₅H₄₈F₆N₆O₃
Molecular Weight:834.905
Hs Code.:

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

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

There total 15 articles about (5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-{1-[5-(3-methyl-1,2,4-oxadiazol-5-yl)pyrimidin-2-yl]piperidin-4-yl}-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:

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

: 1354495-89-8
(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-{1-[5-(3-methyl-1,2,4-oxadiazol-5-yl)pyrimidin-2-yl]piperidin-4-yl}-5,6,7,8-tetrahydroquinoline

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 / 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: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1-methyl-pyrrolidin-2-one / 3.08 h / 20 °C

10.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate; sodium chlorite / water; tetrahydrofuran; tert-butyl alcohol / 2 h / 20 °C

11.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran; acetonitrile / 3 h / 20 °C

12.1: N,N-dimethyl acetamide / 2 h / 120 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc dibromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile; mineral oil; tert-butyl alcohol;

Reference yield:

: C₄₅H₅₀F₆N₆O₄

: 1354495-89-8
(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-{1-[5-(3-methyl-1,2,4-oxadiazol-5-yl)pyrimidin-2-yl]piperidin-4-yl}-5,6,7,8-tetrahydroquinoline

Guidance literature:: In N,N-dimethyl acetamide; at 120 ℃; for 2h;

Reference yield:

: 1354495-76-3
4-(4,4-difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-2-[1-(5-formylpyrimidin-2-yl)piperidin-4-yl]-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

: 1354495-89-8
(5S)-4-(4,4-difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-{1-[5-(3-methyl-1,2,4-oxadiazol-5-yl)pyrimidin-2-yl]piperidin-4-yl}-5,6,7,8-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 3 steps

1: 2-methyl-but-2-ene; sodium dihydrogenphosphate; sodium chlorite / water; tetrahydrofuran; tert-butyl alcohol / 2 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran; acetonitrile / 3 h / 20 °C

3: N,N-dimethyl acetamide / 2 h / 120 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; N,N-dimethyl acetamide; water; acetonitrile; tert-butyl alcohol;