methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

Base Information

Chemical Name:methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate
CAS No.:1485469-39-3
Molecular Formula:C₂₆H₄₃NO₄SSi
Molecular Weight:493.783
Hs Code.:

Synonyms:methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

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Chemical Property of methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

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Technology Process of methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

There total 8 articles about methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)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: 80.0%

: 914780-54-4
methyl 3-((1r,4R)-N-((1r,4R)-4-hydroxycyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1485469-39-3
methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 9 ℃; for 10h; Inert atmosphere;
DOI:10.1021/jm401420j

Reference yield:

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

: 1485469-39-3
methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

2: pyridine / toluene / 16 h / Reflux

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

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

5: 1H-imidazole / dichloromethane / 10 h / 0 - 9 °C / Inert atmosphere

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm401420j

Reference yield:

: 55930-23-9
trans-4-methylcyclohexanecarbonyl chloride

: 1485469-39-3
methyl 3-((1r,4R)-N-((1r,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl)-4-methylcyclohexanecarboxamido)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / toluene / 16 h / Reflux

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

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

4: 1H-imidazole / dichloromethane / 10 h / 0 - 9 °C / Inert atmosphere

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/jm401420j