N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine

Base Information

• Chemical Name: N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine
• CAS No.: 219518-95-3
• Molecular Formula: C₃₃H₂₉N₃O₅
• Molecular Weight: 547.61

Synonyms:N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine

Chemical Property of N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine

There total 7 articles about N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine 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: 77.0%

N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-hydroxy-1,2-benzenediamine (219518-92-0) + Benzyl bromoacetate (5437-45-6) → N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine (219518-95-3)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1021/jm9903287

Reference yield:

4-hydroxy-2-nitroaniline (610-81-1) → N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine (219518-95-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / imidazole / dimethylformamide / 5 h

2: 94 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3: H₂ / 10percent Pd/C / tetrahydrofuran / 12 h

4: pyridine / CH₂Cl₂ / 0.17 h / 0 - 20 °C

5: 91 percent / TBAF / tetrahydrofuran / 1 h

6: 77 percent / K₂CO₃ / acetone

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; 10percent Pd/C; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; 1: Silylation / 2: Acylation / 3: Reduction / 4: Acylation / 5: Desilylation / 6: Alkylation;

DOI:10.1021/jm9903287

Reference yield:

4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline (215656-99-8) → N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine (219518-95-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

2: H₂ / 10percent Pd/C / tetrahydrofuran / 12 h

3: pyridine / CH₂Cl₂ / 0.17 h / 0 - 20 °C

4: 91 percent / TBAF / tetrahydrofuran / 1 h

5: 77 percent / K₂CO₃ / acetone

With pyridine; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; 10percent Pd/C; In tetrahydrofuran; dichloromethane; acetone; 1: Acylation / 2: Reduction / 3: Acylation / 4: Desilylation / 5: Alkylation;

DOI:10.1021/jm9903287

upstream raw materials:

N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-hydroxy-1,2-benzenediamine

Benzyl bromoacetate

4-hydroxy-2-nitroaniline

p-isopropylbenzoyl chloride

Downstream raw materials:

N₁-[3-(amino(hydroxyimino)methyl)benzoyl]-N₂-(4-isopropylbenzoyl)-4-(benzyloxycarbonylmethoxy)-1,2-benzenediamine

N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine

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