methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1⁽⁸⁾,5-diene-4-carboxylate

Base Information

• Chemical Name: methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1⁽⁸⁾,5-diene-4-carboxylate
• CAS No.: 1400553-41-4
• Molecular Formula: C₁₈H₂₂F₃NO₃
• Molecular Weight: 357.373

Synonyms:methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1⁽⁸⁾,5-diene-4-carboxylate

Chemical Property of methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1⁽⁸⁾,5-diene-4-carboxylate

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Technology Process of methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1⁽⁸⁾,5-diene-4-carboxylate

There total 1 articles about methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1⁽⁸⁾,5-diene-4-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: 78.0%

methyl 2-[(4-cyclohexyl-4-oxobut-2-yn-1-yl)(methyl)amino]-2-(trifluoromethyl)penta-3,4-dienoate (1400553-23-2) → methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1(8),5-diene-4-carboxylate (1400553-41-4)

Guidance literature:

In toluene; at 110 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo301501r

Reference yield: 87.0%

methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1(8),5-diene-4-carboxylate (1400553-41-4) → methyl 4-(3-cyclohexyl-3-oxopropyl)-1-methyl-5-oxo-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine-2-carboxylate (1400553-61-8)

Guidance literature:

methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1⁽⁸⁾,5-diene-4-carboxylate; With pyrrolidine; In 1,4-dioxane; at 20 ℃; for 0.333333h;

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1021/jo301501r

Reference yield:

methyl 8-(cyclohexylcarbonyl)-3-methyl-4-(trifluoromethyl)-3-azabicyclo[4.2.0]octa-1(8),5-diene-4-carboxylate (1400553-41-4) → methyl 2-cyclohexyl-7-methyl-6-(trifluoromethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine-6-carboxylate (1400553-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyrrolidine / 1,4-dioxane / 0.33 h / 20 °C

2: ammonium acetate / acetic acid / 1 h / 100 °C / Inert atmosphere

With pyrrolidine; ammonium acetate; In 1,4-dioxane; acetic acid;

DOI:10.1021/jo301501r

upstream raw materials:

methyl 2-[(4-cyclohexyl-4-oxobut-2-yn-1-yl)(methyl)amino]-2-(trifluoromethyl)penta-3,4-dienoate

Downstream raw materials:

methyl 4-(3-cyclohexyl-3-oxopropyl)-1-methyl-5-oxo-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine-2-carboxylate

methyl 2-cyclohexyl-7-methyl-6-(trifluoromethyl)-5,6,7,8-tetrahydro-1,7-naphthyridine-6-carboxylate

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