methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate

Base Information

Chemical Name:methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate
CAS No.:1300031-74-6
Molecular Formula:C₂₀H₂₂N₂O₃
Molecular Weight:338.406
Hs Code.:

Synonyms:methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate

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Chemical Property of methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate

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Technology Process of methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate

There total 6 articles about methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)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:

: (2S,3S)-2,3-bis((phenylcarbonyl)oxy)butanedioic acid-methyl 4-(1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl)benzoate

: 1300031-74-6
methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate

Guidance literature:: With sodium carbonate; In dichloromethane;

Reference yield:

: 106-40-1
4-bromo-aniline

: 1300031-74-6
methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene / 12 h / 20 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.25 h / -5 °C / Inert atmosphere

2.2: 2 h / -5 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 2 h / 0 °C

4.1: triethylamine; copper diacetate / dichloromethane / 20 °C

5.1: hydrogenchloride / methanol; water / 3 h / Reflux

6.1: L-Lactic acid / ethanol; water / 0.5 h / Reflux

6.2: 0.5 h

6.3: 0.33 h / Reflux; Resolution of racemate

With pyridine; hydrogenchloride; L-Lactic acid; boron trifluoride diethyl etherate; copper diacetate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; 4.1: |Chan-Lam Coupling;
DOI:10.1021/jm5010539

Reference yield:

: methyl 4-[1-acetyl-4-(formylamino)-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl]benzoate

: 1300031-74-6
methyl 4-((2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / methanol; water / 3 h / Reflux

2.1: L-Lactic acid / ethanol; water / 0.5 h / Reflux

2.2: 0.5 h

2.3: 0.33 h / Reflux; Resolution of racemate

With hydrogenchloride; L-Lactic acid; In methanol; ethanol; water;
DOI:10.1021/jm5010539