1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

Base Information

Chemical Name:1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate
CAS No.:1301198-93-5
Molecular Formula:C₂₄H₃₁N₃O₃
Molecular Weight:409.528
Hs Code.:

Synonyms:1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

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Chemical Property of 1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

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Technology Process of 1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

There total 10 articles about 1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate 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: 29.6%

: 1301198-32-2
1-methylethyl [(2S,4R)-1-acetyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydro-4-quinolinyl]carbamate

: 67344-77-8
1-(3-bromophenyl)-N-methylmethanamine

: 1301198-93-5
1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

Guidance literature:: With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; at 90 ℃; for 16h; Inert atmosphere;

Reference yield:

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

: 1301198-93-5
1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

Guidance literature:: Multi-step reaction with 7 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 / -9 - 0 °C

4.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water / ethanol / 1 h / -10 - 20 °C

4.2: 1 h / 20 °C

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

6.1: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / dimethyl sulfoxide / 6 h / 80 °C

7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 16 h / 90 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; water; potassium acetate; potassium carbonate; lithium tert-butoxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sulfuric acid; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 106-40-1
4-bromo-aniline

: 1301198-93-5
1-Methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{3-[(methylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water / ethanol / 1 h / -10 - 20 °C

2.2: 1 h / 20 °C

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

4.1: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / dimethyl sulfoxide / 6 h / 80 °C

5.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 16 h / 90 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water; potassium acetate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; (R-BINAP)ditriflatebis(acetonitrile)palladium(ll); In ethanol; dichloromethane; dimethyl sulfoxide; toluene;