(R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

Base Information

Chemical Name:(R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate
CAS No.:1253115-26-2
Molecular Formula:C₂₂H₁₇NO₄
Molecular Weight:359.381
Hs Code.:

Synonyms:(R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

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Chemical Property of (R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

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Technology Process of (R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

There total 4 articles about (R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate 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: 65.0%

: 1253115-25-1
C₂₂H₁₈O₆

: 1253115-26-2
(R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

Guidance literature:: With ammonium acetate; toluene-4-sulfonic acid; In ethanol; at 50 ℃; for 3h;
DOI:10.1002/ejoc.201000885

Reference yield: 42.0%

: 1309979-23-4
(4R)-ethyl 2-hydroxy-5,10-dioxo-4-phenyl-3,4,5,10-tetrahydro-2H-benzo[g]chromene-2-carboxylate

: 1253115-26-2
(R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

: (S)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

Guidance literature:: With ammonium acetate; In ethanol; at 70 ℃; for 0.5h; optical yield given as %ee;
DOI:10.1039/c1ob05404j

Reference yield:

: 83-72-7
2-hydroxynaphtho-1,4-quinone

: 1253115-26-2
(R)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

: (S)-ethyl 5,10-dioxo-4-phenyl-1,4,5,10-tetrahydrobenzo[g]quinoline-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(piperidin-1-yl)-2,3-dihydro-1H-inden-1-yl)thiourea / 1,2-dichloro-ethane / 24 h / -20 °C

2: ammonium acetate / ethanol / 0.5 h / 70 °C

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(piperidin-1-yl)-2,3-dihydro-1H-inden-1-yl)thiourea; ammonium acetate; In ethanol; 1,2-dichloro-ethane; 1: Michael addition;
DOI:10.1039/c1ob05404j