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

Base Information

Chemical Name:1-methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{4-[(4-piperidinylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate
CAS No.:1301197-90-9
Molecular Formula:C₂₈H₃₈N₄O₃
Molecular Weight:478.635
Hs Code.:

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

There total 11 articles about 1-methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{4-[(4-piperidinylamino)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: 84.0%

: 1301198-72-0
1,1-dimethylethyl 4-[({4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}methyl)amino]-1-piperidinecarboxylate

: 1301197-90-9
1-methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{4-[(4-piperidinylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

Reference yield:

: 106-40-1
4-bromo-aniline

: 1301197-90-9
1-methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{4-[(4-piperidinylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: ((R)-BINAP)ditriflatebis(acetonitrile)palladium(II) / toluene

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

3.1: pyridine / dichloromethane / Inert atmosphere

4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol / 85 °C

5.1: dichloromethane / 0.75 h / 20 °C

5.2: 20 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

With pyridine; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; potassium carbonate; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ((R)-BINAP)ditriflatebis(acetonitrile)palladium(II); In ethanol; dichloromethane; water; toluene;

Reference yield:

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

: 1301197-90-9
1-methylethyl ((2S,4R)-1-acetyl-2-methyl-6-{4-[(4-piperidinylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

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

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

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

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

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

6.1: pyridine / dichloromethane / Inert atmosphere

7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol / 85 °C

8.1: dichloromethane / 0.75 h / 20 °C

8.2: 20 h / 20 °C

9.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

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