N¹-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N⁵-(4-fluorophenethyl)pentanediamide

Base Information

• Chemical Name: N¹-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N⁵-(4-fluorophenethyl)pentanediamide
• CAS No.: 1551577-91-3
• Molecular Formula: C₂₇H₂₆Cl₂FN₃O₄
• Molecular Weight: 546.426

Synonyms:N¹-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N⁵-(4-fluorophenethyl)pentanediamide

Chemical Property of N¹-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N⁵-(4-fluorophenethyl)pentanediamide

Chemical Property:

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Technology Process of N¹-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N⁵-(4-fluorophenethyl)pentanediamide

There total 9 articles about N¹-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N⁵-(4-fluorophenethyl)pentanediamide 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:

C20H17Cl2FN2O4 + benzylamine (100-46-9) → N1-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N5-(4-fluorophenethyl)pentanediamide (1551577-91-3)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1016/j.bmc.2013.11.053

Reference yield:

C13H9Cl2F3O5 → N1-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N5-(4-fluorophenethyl)pentanediamide (1551577-91-3)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / 0 - 20 °C

2: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

3: potassium cyanide; hydroxylamine / tetrahydrofuran; water; methanol / 20 °C

4: acetonitrile / 0.5 h / 0 °C

5: acetonitrile / 20 °C

With 4-methyl-morpholine; potassium cyanide; hydroxylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;

DOI:10.1016/j.bmc.2013.11.053

Reference yield:

dimethyl 2-(2,4-dichlorobenzylidene)malonate (74299-82-4) → N1-((benzylcarbamoyl)oxy)-3-(2,4-dichlorophenyl)-N5-(4-fluorophenethyl)pentanediamide (1551577-91-3)

Guidance literature:

Multi-step reaction with 8 steps

1: sodium methylate / methanol / 1 h / 20 °C

2: hydrogenchloride; water / Reflux

3: chloroform / 0 - 20 °C

4: triethylamine / 0 - 20 °C

5: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

6: potassium cyanide; hydroxylamine / tetrahydrofuran; water; methanol / 20 °C

7: acetonitrile / 0.5 h / 0 °C

8: acetonitrile / 20 °C

With 4-methyl-morpholine; hydrogenchloride; potassium cyanide; water; hydroxylamine; sodium methylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetonitrile; 1: |Michael Addition;

DOI:10.1016/j.bmc.2013.11.053

upstream raw materials:

dimethyl 2-(2,4-dichlorobenzylidene)malonate

methyl 3-(2,4-dichlorophenyl)-5-((4-fluorophenethyl)amino)-5-oxopentanoate

3-(2,4-dichlorophenyl)-N¹-(4-fluorophenethyl)-N⁵-hydroxypentanediamide

tetramethyl 2-(2,4-dichlorophenyl)propane-1,1,3,3-tetracarboxylate

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