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

Base Information

• Chemical Name: N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine
• CAS No.: 219518-91-9
• Molecular Formula: C₃₀H₃₅N₃O₃Si
• Molecular Weight: 513.712

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

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

Chemical Property:

Purity/Quality:

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

There total 6 articles about N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-(tert-butyldimethylsilyloxy)-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: 83.0%

aq. NH4Cl + p-isopropylbenzoic acid (536-66-3) + p-isopropylbenzoyl chloride (21900-62-9) + N1-(3-cyanobenzoyl)-4-(dimethyl-t-butylsiloxy)-1,2-benzenediamine (219518-90-8) → N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine (219518-91-9)

Guidance literature:

With pyridine; thionyl chloride; In dichloromethane; ethyl acetate; toluene;

Reference yield:

4-hydroxy-2-nitroaniline (610-81-1) → N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine (219518-91-9)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; 1H-imidazole; hydrogen; 10percent Pd/C; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Silylation / 2: Acylation / 3: Reduction / 4: Acylation;

DOI:10.1021/jm9903287

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine (219518-91-9)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; 1H-imidazole; hydrogen; 10percent Pd/C; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Silylation / 2: Acylation / 3: Reduction / 4: Acylation;

DOI:10.1021/jm9903287

upstream raw materials:

p-isopropylbenzoyl chloride

N₁-(3-cyanobenzoyl)-4-(dimethyl-t-butylsiloxy)-1,2-benzenediamine

4-hydroxy-2-nitroaniline

tert-butyldimethylsilyl chloride

Downstream raw materials:

N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-4-hydroxy-1,2-benzenediamine

N¹-(3-cyanobenzoyl)-N²-(4-iso-propylbenzoyl)-4-ethoxycarbonylmethoxy-1,2-benzenediamine

N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-4-ethoxycarbonylmethoxy-1,2-benzenediamine

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

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