trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

Base Information

Chemical Name:trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester
CAS No.:269405-68-7
Molecular Formula:C₁₈H₁₈F₃NO₄S
Molecular Weight:401.406
Hs Code.:

Synonyms:trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

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Chemical Property of trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

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Technology Process of trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

There total 10 articles about trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester 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: 87.0%

: 54256-37-0
2-(ethylthio)acetyl chloride

: 188350-95-0
acetic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

: 269405-68-7
trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

Guidance literature:: With triethylamine; In dichloromethane; for 2h;
DOI:10.1021/jo9915729

Reference yield:

: 188350-88-1
N-benzyl(ethylsulfinyl)-N-(5-methylhept-6-enoyl)acetamide

: 269405-68-7
trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / TsOH / toluene / 1 h / Heating

2: 87 percent / Et₃N / CH₂Cl₂ / 2 h

With toluene-4-sulfonic acid; triethylamine; In dichloromethane; toluene; 1: Cyclization / 2: Acylation;
DOI:10.1021/jo9915729

Reference yield:

: 25906-56-3
4-methyl-5-hexen-1-ol

: 269405-68-7
trifluoromethanesulfonic acid 1-benzyl-5-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

2.1: 73 percent / dimethylsulfoxide / 2 h / 90 °C

3.1: 89 percent / KOH / ethanol; diethyl ether / 12 h / Heating

4.1: 1,1'-carbonylimidazole / CH₂Cl₂ / 1 h / 20 °C

4.2: 93 percent / CH₂Cl₂ / 1 h / 25 °C

5.1: 86 percent / benzene / 12 h / Heating

6.1: 94 percent / sodium periodate / methanol; H₂O / 3 h

7.1: 73 percent / TsOH / toluene / 1 h / Heating

8.1: 87 percent / Et₃N / CH₂Cl₂ / 2 h

With potassium hydroxide; sodium periodate; toluene-4-sulfonic acid; triethylamine; 1,1'-carbonyldiimidazole; In methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; benzene; 1.1: Substitution / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Substitution / 4.2: Substitution / 5.1: Acylation / 6.1: Oxidation / 7.1: Cyclization / 8.1: Acylation;
DOI:10.1021/jo9915729