N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide

Base Information

• Chemical Name: N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide
• CAS No.: 1355052-24-2
• Molecular Formula: C₂₆H₂₈FN₃O₅
• Molecular Weight: 481.524

Synonyms:N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide

Chemical Property of N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide

There total 10 articles about N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide 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: 50.0%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + (S)-4-(1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinic acid (1355052-65-1) → N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide (1355052-24-2)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield:

4-Fluorophenol (371-41-5) → N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide (1355052-24-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 120 °C

2.1: hydrogen / 5%-palladium/activated carbon / methanol / 20 °C

3.1: sodium nitrite; sulfuric acid / 1,2-dimethoxyethane; water / 0.83 h / 0 - 5 °C

3.2: 0.5 h / 0 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

5.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / Inert atmosphere; Reflux

6.1: tetrabutyl ammonium fluoride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 2 h / 80 °C / Inert atmosphere

7.1: isopropyl alcohol; water; (DHQ)2PHAL / 3 h

8.1: water; lithium hydroxide monohydrate / tetrahydrofuran

9.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide

With lithium hydroxide monohydrate; (DHQ)2PHAL; sulfuric acid; tetrabutyl ammonium fluoride; water; hydrogen; potassium acetate; sodium carbonate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; isopropyl alcohol; sodium nitrite; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 5%-palladium/activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → N-((S)-1-amino-4-methyl-1-oxopentan-2-yl)-4-((S)-1,2-dihydroxyethyl)-6-(4-(4-fluorophenoxy)phenyl)picolinamide (1355052-24-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 120 °C

2.1: hydrogen / 5%-palladium/activated carbon / methanol / 20 °C

3.1: sodium nitrite; sulfuric acid / 1,2-dimethoxyethane; water / 0.83 h / 0 - 5 °C

3.2: 0.5 h / 0 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

5.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / Inert atmosphere; Reflux

6.1: tetrabutyl ammonium fluoride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 2 h / 80 °C / Inert atmosphere

7.1: isopropyl alcohol; water; (DHQ)2PHAL / 3 h

8.1: water; lithium hydroxide monohydrate / tetrahydrofuran

9.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide

With lithium hydroxide monohydrate; (DHQ)2PHAL; sulfuric acid; tetrabutyl ammonium fluoride; water; hydrogen; potassium acetate; sodium carbonate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; isopropyl alcohol; sodium nitrite; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 5%-palladium/activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

upstream raw materials:

4-Fluorophenol

4-Fluoronitrobenzene

4-(4-fluorophenoxy)aniline

H-L-Leu-NH₂

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