(S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Base Information

• Chemical Name: (S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
• CAS No.: 1622399-52-3
• Molecular Formula: C₂₇H₃₂FN₇O₃
• Molecular Weight: 521.595
• Mol file: 1622399-52-3.mol

Synonyms:(S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Chemical Property of (S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

There total 11 articles about (S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide 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: 24.0%

(S)-N-((3-(4-(4-(3-azidopropyl)piperazin-1-yl)-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide (1622399-51-2) + phenylacetylene (536-74-3) → (S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide (1622399-52-3)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In methanol; water; for 16h;

DOI:10.1016/j.bmc.2014.05.054

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → (S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide (1622399-52-3)

Guidance literature:

Multi-step reaction with 11 steps

1: acetonitrile / Reflux; Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / Inert atmosphere

3: sodium carbonate / water; acetone

4: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

5: triethylamine / dichloromethane / Inert atmosphere

6: water; acetonitrile / Inert atmosphere; Reflux

7: methylamine / water; ethanol / Reflux

8: pyridine / Inert atmosphere

9: palladium 10% on activated carbon; hydrogen / dichloromethane; methanol / Inert atmosphere

10: triethylamine; sodium iodide / ethanol / 6 h / Reflux; Inert atmosphere

11: copper(II) sulfate; sodium L-ascorbate / water; methanol / 16 h

With pyridine; n-butyllithium; palladium 10% on activated carbon; hydrogen; sodium carbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; methylamine; sodium iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; acetonitrile;

DOI:10.1016/j.bmc.2014.05.054

Reference yield:

(S)-N-[[3-[3-fluoro-4-(1-piperazinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide (154590-66-6,154590-43-9) → (S)-N-((3-(3-fluoro-4-(4-(3-(4-phenyl-1H-1,2,3-triazol-1-yl)propyl)piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide (1622399-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; sodium iodide / ethanol / 6 h / Reflux; Inert atmosphere

2: copper(II) sulfate; sodium L-ascorbate / water; methanol / 16 h

With copper(II) sulfate; sodium L-ascorbate; triethylamine; sodium iodide; In methanol; ethanol; water;

DOI:10.1016/j.bmc.2014.05.054

upstream raw materials:

(S)-N-[[3-[3-fluoro-4-[4-carbobenzoxypiperazin-1-yl]phenyl]-2-oxo-5-oxazolidinyl]methyl]phthalimide

(S)-N-(3-(3-fluoro-4-((N-4-carbobenzoxy)piperazin-1-yl)phenyl)-2-oxo-oxazolidin-5-yl)methylamine

(S)-N-[[3-[3-fluoro-4-[N-1-(4-carbobenzoxy)piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

(S)-N-[[3-[3-fluoro-4-(1-piperazinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide