2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Base Information

Chemical Name:2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline
CAS No.:1354495-94-5
Molecular Formula:C₃₆H₄₈F₂N₂O₅
Molecular Weight:626.784
Hs Code.:

2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Synonyms:2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

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Chemical Property of 2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

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Technology Process of 2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

There total 7 articles about 2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-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: 49.0%

: 1354495-93-4
2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol

: 2746-25-0
p-Methoxybenzyl bromide

: 1354495-94-5
2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Guidance literature:: 2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.5h; Cooling with ice;

p-Methoxybenzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 3.5h; Cooling with ice;

Reference yield:

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

: 1354495-94-5
2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 4 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

With sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 178312-47-5
ethyl 4,4-difluorocyclohexane-1-carboxylate

: 1354495-94-5
2-[(1-tert-butyloxycarbonyl)piperidin-4-yl]-4-(4,4-difluorocyclohexyl)-3-formyl-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / toluene / 0.5 h / -60 - -55 °C

2.1: toluene / 0.17 h / 100 °C

2.2: 15 h / Reflux

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 4 h / 20 °C

4.1: diisobutylaluminium hydride / toluene / 2 h / -50 °C

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

5.2: 3.5 h / 20 °C / Cooling with ice

With sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;