methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylate

Base Information

• Chemical Name: methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylate
• CAS No.: 1263102-03-9
• Molecular Formula: C₂₉H₄₁NO₅S
• Molecular Weight: 515.714

Synonyms:

Chemical Property of methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylate

There total 12 articles about methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-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:

C43H55NO10S3 → methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylate (1263102-03-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 50 ℃;

DOI:10.1021/jm401420j

Reference yield:

trans-4-methylcyclohexanecarboxylic acid (934-67-8,4331-54-8,13064-83-0) → methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylate (1263102-03-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dichloromethane; N,N-dimethyl-formamide / 3 h / 0 - 20 °C

2.1: pyridine / toluene / 16 h / Reflux

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -75 - -60 °C

3.2: 3 h / -78 °C

4.1: copper(l) iodide; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran; water / 12 h / 40 °C

6.1: iron(III) chloride; triethylamine / nitromethane / 0 - 20 °C

7.1: hydrogenchloride / water; 1,4-dioxane / Reflux

8.1: dmap / dichloromethane / 0.5 h / 20 °C

9.1: sodium hydride / tetrahydrofuran / 50 °C

With pyridine; hydrogenchloride; dmap; iron(III) chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; n-butyllithium; sodium hydride; triethylamine; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; nitromethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm401420j

Reference yield:

trans-4-methylcyclohexanecarbonyl chloride (55930-23-9) → methyl 5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylate (1263102-03-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: pyridine / toluene / 16 h / Reflux

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -75 - -60 °C

2.2: 3 h / -78 °C

3.1: copper(l) iodide; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

4.1: hydrogenchloride / tetrahydrofuran; water / 12 h / 40 °C

5.1: iron(III) chloride; triethylamine / nitromethane / 0 - 20 °C

6.1: hydrogenchloride / water; 1,4-dioxane / Reflux

7.1: dmap / dichloromethane / 0.5 h / 20 °C

8.1: sodium hydride / tetrahydrofuran / 50 °C

With pyridine; hydrogenchloride; dmap; iron(III) chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; n-butyllithium; sodium hydride; triethylamine; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; nitromethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm401420j

upstream raw materials:

trans-4-methylcyclohexanecarboxylic acid

trans-4-methylcyclohexanecarbonyl chloride

C₃₀H₄₃NO₆S

methyl 3-(N-((1s,4s)-4-(1,3-dihydroxypropan-2-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

Downstream raw materials:

5-(3,3-dimethylbut-1-ynyl)-3-((1r,4R)-4-methyl-N-((1s,4S)-4-(oxetan-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(2-(1-(trifluoromethyl)cyclopropyl)ethynyl)thiophene-2-carboxylic acid

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