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

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Chemical Name:3-{4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}propanoic acid
CAS No.:1301197-79-4
Molecular Formula:C₂₅H₃₀N₂O₅
Molecular Weight:438.524
Hs Code.:

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

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

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

There total 11 articles about 3-{4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}propanoic acid 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: 96.0%

: 1301198-69-5
ethyl 3-{4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}propanoate

: 1301197-79-4
3-{4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}propanoic acid

Guidance literature:: With lithium hydroxide; In methanol; at 20 ℃; for 12h;

Reference yield:

: 106-40-1
4-bromo-aniline

: 1301197-79-4
3-{4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}propanoic acid

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: pyridine / dichloromethane / Inert atmosphere

4: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 6 h / 80 °C / Inert atmosphere

5: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1 h / 100 °C / Inert atmosphere

6: water; lithium hydroxide / methanol / 12 h / 20 °C

With pyridine; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water; potassium acetate; potassium carbonate; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ((R)-BINAP)ditriflatebis(acetonitrile)palladium(II); In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene;

Reference yield:

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

: 1301197-79-4
3-{4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}propanoic acid

Guidance literature:: Multi-step reaction with 9 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: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 6 h / 80 °C / Inert atmosphere

8: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1 h / 100 °C / Inert atmosphere

9: water; lithium hydroxide / methanol / 12 h / 20 °C

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; water; potassium acetate; potassium carbonate; caesium carbonate; lithium hydroxide; lithium tert-butoxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;