methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

Base Information

Chemical Name:methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate
CAS No.:1263101-86-5
Molecular Formula:C₂₆H₃₄F₃NO₅S
Molecular Weight:529.621
Hs Code.:

methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

Synonyms:methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

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Chemical Property of methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

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Technology Process of methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

There total 12 articles about methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)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: 95.0%

: 1263101-85-4
methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

: 1263101-86-5
methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

Guidance literature:: With trifluoroacetic acid; In acetonitrile; at 20 ℃;
DOI:10.1021/jm401420j

Reference yield:

: 934-67-8,4331-54-8,13064-83-0
trans-4-methylcyclohexanecarboxylic acid

: 1263101-86-5
methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

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

2.1: pyridine / toluene / 16 h / Reflux

3.1: hydrogenchloride / tetrahydrofuran / 12 h / 40 °C

4.1: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / -25 °C

5.1: 1H-imidazole / dichloromethane / 10 h / 0 - 9 °C / Inert atmosphere

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

6.2: 3 h / -78 °C

7.1: isopropylmagnesium chloride / dichloromethane; tetrahydrofuran / 0.5 h / -78 °C

7.2: 20 °C

8.1: trifluoroacetic acid / acetonitrile / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; isopropylmagnesium chloride; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm401420j

Reference yield:

: 277756-45-3
(1-trifluoromethyl)cyclobutanecarboxylic acid

: 1263101-86-5
methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)-5-(1-(trifluoromethyl)cyclobutanecarbonyl)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / dichloromethane / 20 °C

2.1: isopropylmagnesium chloride / dichloromethane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 20 °C

3.1: trifluoroacetic acid / acetonitrile / 20 °C

With isopropylmagnesium chloride; triethylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm401420j