6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate

Base Information

Chemical Name:6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate
CAS No.:1374411-86-5
Molecular Formula:C₂₈H₃₁NO₄
Molecular Weight:445.558
Hs Code.:

Synonyms:6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate

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Chemical Property of 6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate

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Technology Process of 6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate

There total 2 articles about 6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate 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: 85.0%

: 1374411-85-4
6-(methoxycarbonyl)quinoline-2-carboxylic acid

: 65253-04-5
(-)-8-phenylmenthol

: 1374411-86-5
6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate

Guidance literature:: With dmap; 2,2'-dipyridyl carbonate; In dichloromethane; for 96h; Reflux; Inert atmosphere;
DOI:10.1002/ejoc.201101427

Reference yield:

: 124551-30-0
dimethyl quinoline-2,6-dicarboxylate

: 1374411-86-5
6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate / 1,4-dioxane; water / 16 h / 20 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: dmap; 2,2'-dipyridyl carbonate / dichloromethane / 96 h / Reflux; Inert atmosphere

With dmap; 2,2'-dipyridyl carbonate; lithium hydroxide monohydrate; In 1,4-dioxane; dichloromethane; water;
DOI:10.1002/ejoc.201101427

Reference yield: 90.0%

: 1374411-86-5
6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate

: 107-08-4
1-iodo-propane

: 1374411-87-6
6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] (2R)-2-propyl-1,2-dihydroquinoline-2,6-dicarboxylate

Guidance literature:: 6-methyl 2-[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] quinoline-2,6-dicarboxylate; With lithium trimethylstannyl; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

1-iodo-propane; In tetrahydrofuran; at -78 - 20 ℃; for 8h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201101427