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

Base Information

• Chemical Name: N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine
• CAS No.: 219518-96-4
• Molecular Formula: C₃₃H₃₂N₄O₆
• Molecular Weight: 580.64

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

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

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

There total 10 articles about N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-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: 56.0%

N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine (219518-95-3) → N1-[3-(amino(hydroxyimino)methyl)benzoyl]-N2-(4-isopropylbenzoyl)-4-(benzyloxycarbonylmethoxy)-1,2-benzenediamine (219518-96-4)

Guidance literature:

In dichloromethane; ethyl acetate;

Reference yield: 56.0%

N1-(3-cyanobenzoyl)-N2-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine (219518-95-3) → N1-(3-(amino(hydroxyimino)methyl)benzoyl)-N2-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine (219518-96-4)

Guidance literature:

With hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; Heating;

DOI:10.1021/jm9903287

Reference yield:

4-hydroxy-2-nitroaniline (610-81-1) → N1-(3-(amino(hydroxyimino)methyl)benzoyl)-N2-(4-isopropylbenzoyl)-4-benzyloxycarbonylmethoxy-1,2-benzenediamine (219518-96-4)

Guidance literature:

Multi-step reaction with 7 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

7: 56 percent / NH₂OH*HCl; iPr₂NEt / ethanol / Heating

With pyridine; 1H-imidazole; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1: Silylation / 2: Acylation / 3: Reduction / 4: Acylation / 5: Desilylation / 6: Alkylation / 7: Addition;

DOI:10.1021/jm9903287

upstream raw materials:

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

4-hydroxy-2-nitroaniline

p-isopropylbenzoyl chloride

4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline

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