methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate

Base Information

Chemical Name:methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate
CAS No.:1300696-22-3
Molecular Formula:C₂₅H₃₀N₂O₅
Molecular Weight:438.524
Hs Code.:

Synonyms:methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate

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Chemical Property of methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate

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Technology Process of methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate

There total 9 articles about methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate 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: 82.0%

: 1300031-98-4
1-methylethyl [(2S,4R)-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate

: 473596-87-1
4-methoxycarbonyl-2-methylbenzeneboronic acid pinacol ester

: 1300696-22-3
methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate

Guidance literature:: With sodium hydrogencarbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 100 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 108-86-1,52753-63-6
bromobenzene

: 1300696-22-3
methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate

Guidance literature:: Multi-step reaction with 7 steps

1: caesium carbonate / toluene / 0.75 h / Inert atmosphere

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere; Cooling with ice bath

3: sulfuric acid / toluene / 2 h / 60 °C

4: lithium tert-butoxide / ethyl acetate; tetrahydrofuran / 0.5 h / -9 °C

5: sodium tetrahydroborate; magnesium(II) chloride hexahydrate / ethanol; water / 2 h / -10 - 20 °C

6: pyridine / dichloromethane / Inert atmosphere

7: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; sodium hydrogencarbonate; caesium carbonate; lithium tert-butoxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1300031-95-1
1-methylethyl [(2S,4R)-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate

: 1300696-22-3
methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / Inert atmosphere

2: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere; Microwave irradiation

With pyridine; sodium hydrogencarbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane;