(R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde

Base Information

Chemical Name:(R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde
CAS No.:1399086-27-1
Molecular Formula:C₂₆H₁₉BrF₃NO₄S
Molecular Weight:578.406
Hs Code.:

Synonyms:(R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde

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Chemical Property of (R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde

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Technology Process of (R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde

There total 3 articles about (R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde 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: 99.0%

: 1399086-39-5
(E)-1,1,1-trifluoro-N-(2-(3-o-tolylacryloyl)phenyl)methanesulfonamide

: 76457-91-5
3-(4-bromophenyl)prop-2-ynal

: 1399086-27-1
(R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde

Guidance literature:: With (R,R)-2,5-diphenylpyrrolidine; In toluene; at 0 ℃; for 9h; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/anie.201202161

Reference yield:

: 347335-70-0
(E)-1-(2-aminophenyl)-3-(o-tolyl)prop-2-en-1-one

: 1399086-27-1
(R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 4 h / -78 - 20 °C

2: (R,R)-2,5-diphenylpyrrolidine / toluene / 9 h / 0 °C

With (R,R)-2,5-diphenylpyrrolidine; triethylamine; In dichloromethane; toluene; 2: aza-Michael/aldol reaction;
DOI:10.1002/anie.201202161

Reference yield:

: 529-20-4
2-methylphenyl aldehyde

: 1399086-27-1
(R)-(E)-2-(4-bromophenyl)-4-hydroxy-4-(2-methylstyryl)-1-(trifluoromethylsulfonyl)-1,4-dihydroquinoline-3-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / ethanol / 24 h / 20 °C / Cooling with ice

2: triethylamine / dichloromethane / 4 h / -78 - 20 °C

3: (R,R)-2,5-diphenylpyrrolidine / toluene / 9 h / 0 °C

With (R,R)-2,5-diphenylpyrrolidine; triethylamine; sodium hydroxide; In ethanol; dichloromethane; toluene; 3: aza-Michael/aldol reaction;
DOI:10.1002/anie.201202161