(S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide

Base Information

• Chemical Name: (S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide
• CAS No.: 843647-60-9
• Molecular Formula: C₁₉H₁₇FN₂O₄
• Molecular Weight: 356.353
• Mol file: 843647-60-9.mol

Synonyms:(S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide

Chemical Property of (S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide

There total 9 articles about (S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]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: 86.8%

4-formylphenylboronic acid, (87199-17-5) + (S)-N-[3-(3-fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide (149524-45-8) → (S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide (843647-60-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In ethanol; water; toluene; for 6h; Inert atmosphere; Reflux;

Reference yield: 33.0%

(5S)-N-[[3-(3-fluoro-4-bromophenyl)-2-oxo-oxazolidin-5-yl]methyl]acetamide (856677-05-9) + 4-formylphenylboronic acid, (87199-17-5) → (S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide (843647-60-9)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; for 20h; Heating / reflux;

Reference yield:

(3-fluoro-phenyl)-carbamic acid methyl ester (72755-13-6) → (S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide (843647-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium iodide; N-chloro-succinimide; hydrogen iodide / dichloromethane; water / 3 h / 30 - 32 °C

2.1: lithium tert-butoxide / N,N-dimethyl-formamide / 1 h / 30 - 35 °C / Inert atmosphere

2.2: 1.5 h / 5 - 10 °C / Inert atmosphere

2.3: 24 h / 20 °C / Inert atmosphere

3.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; toluene; ethanol / 6 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; N-chloro-succinimide; hydrogen iodide; potassium carbonate; potassium iodide; lithium tert-butoxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

(5S)-N-[[3-(3-fluoro-4-bromophenyl)-2-oxo-oxazolidin-5-yl]methyl]acetamide

4-formylphenylboronic acid,

meta-fluoroaniline

(3-fluoro-phenyl)-carbamic acid methyl ester

Downstream raw materials:

(S,E)-N-((3-(4-(4-(2-nitrovinyl)phenyl)-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

(S,E)-methyl 3-(4-(2-fluoro-4-(5-(acetamidomethyl)-2-oxooxazolidin-3-yl)phenyl)phenyl)acrylate