N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide

Base Information

• Chemical Name: N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide
• CAS No.: 1382723-03-6
• Molecular Formula: C₂₃H₂₂FNO₂
• Molecular Weight: 363.432
• Mol file: 1382723-03-6.mol

Synonyms:N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide

Chemical Property of N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide

There total 11 articles about N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)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: 80.0%

2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethanamine + acetyl chloride (75-36-5) → N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide (1382723-03-6)

Guidance literature:

With triethylamine;

DOI:10.1016/j.bmcl.2020.127303

Reference yield: 72.0%

2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethanamine + acetic anhydride (108-24-7) → N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide (1382723-03-6)

Guidance literature:

With triethylamine;

Reference yield:

4-benzoxy-salicylaldehyde (52085-14-0) → N-(2-(5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide (1382723-03-6)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 0 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 16 h / Inert atmosphere; Sealed tube; Reflux

3: ammonium acetate / 50 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

5: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Suzuki coupling / 3: Henry reaction;

DOI:10.1021/jm300544c

upstream raw materials:

acetic anhydride

5-(benzyloxy)-2-formylphenyl trifluoromethanesulfonate

5-(benzyloxy)-3'-fluoro-[1,1'-biphenyl]-2-carbaldehyde

(2E)-5-(benzyloxy)-3'-fluoro-2-(2-nitrovinyl)-1,1'-biphenyl

Downstream raw materials:

N-(2-(5-(((3R,4S,5R)-3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3′-fluoro-[1,1′-biphenyl]-2-yl)ethyl)acetamide

N-(2-(5-((4-(benzyloxy)cyclohexyl)oxy)-3'-fluoro-[1,1'-biphenyl]-2-yl)ethyl)acetamide