(10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin

Base Information

• Chemical Name: (10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin
• CAS No.: 1287708-98-8
• Molecular Formula: C₃₂H₃₅F₂NO₇
• Molecular Weight: 583.629
• Mol file: 1287708-98-8.mol

Synonyms:(10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin

Chemical Property of (10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin

There total 6 articles about (10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin 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: 76.0%

(E)-3-(2,4-Difluoro-phenyl)-1-(4-hydroxy-phenyl)-propenone + (10R)-N-chloroacetyl-aminodihydroartemisinin (1287709-17-4) → (10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin (1287708-98-8)

Guidance literature:

With potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1248/cpb.59.984

Reference yield:

2,4-difluorobenzaldehyde (1550-35-2) → (10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin (1287708-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / ethanol / 1 h / 0 °C

1.2: 0 - 20 °C

2.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 60 °C

With potassium carbonate; sodium iodide; potassium hydroxide; In ethanol; N,N-dimethyl-formamide; 1.2: Claisen-Schmidt condensation;

DOI:10.1248/cpb.59.984

Reference yield:

10-α-azidodihydroartemisinin (1119668-68-6) → (10R)-N-{4-[3-(2,4-difluorophenyl)-2-(E)-propenoyl]phenyloxyacetyl}aminodihydroartemisinin (1287708-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine / tetrahydrofuran / 2 h / 60 °C

2: triethylamine / dichloromethane / 20 °C / Cooling

3: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 60 °C

With potassium carbonate; triethylamine; triphenylphosphine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.59.984

upstream raw materials:

(10R)-N-chloroacetyl-aminodihydroartemisinin

10-α-azidodihydroartemisinin

10α-aminodihydroartemisinin

2,4-difluorobenzaldehyde