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

Base Information

Chemical Name:methyl 3-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]benzoate
CAS No.:1300696-25-6
Molecular Formula:C₂₄H₂₈N₂O₅
Molecular Weight:424.497
Hs Code.:

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

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

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

There total 9 articles about methyl 3-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]benzoate 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: 55.0%

: 480425-35-2
methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

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

: 1300696-25-6
methyl 3-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]benzoate

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

Reference yield:

: 106-40-1
4-bromo-aniline

: 1300696-25-6
methyl 3-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: (R-BINAP)ditriflatebis(acetonitrile)palladium(ll) / toluene / 0.33 h / Inert atmosphere

1.2: 16 h

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

2.2: 1 h / 20 °C

3.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere

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

With pyridine; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water; sodium hydrogencarbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (R-BINAP)ditriflatebis(acetonitrile)palladium(ll); In 1,4-dioxane; ethanol; dichloromethane; water; toluene;

Reference yield:

: 680188-22-1
(S)-3-(N-phenylamino)-butyronitrile

: 1300696-25-6
methyl 3-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]benzoate

Guidance literature:: Multi-step reaction with 6 steps

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

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

3.1: lithium tert-butoxide / tetrahydrofuran; ethyl acetate / 0.5 h

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

4.2: 1 h / 20 °C

5.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere

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

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; water; sodium hydrogencarbonate; 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;