2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate

Base Information

• Chemical Name: 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate
• CAS No.: 936755-48-5
• Molecular Formula: C₃₃H₃₁N₅O₅
• Molecular Weight: 577.64
• Mol file: 936755-48-5.mol

Synonyms:2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate

Chemical Property of 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate

There total 7 articles about 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate 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:

tert-butyl (3-{[4-(aminomethyl)benzoyl]amino}-1-phenyl-1H-pyrazol-4-yl)carbamate (936755-29-2) + 2-naphthyl chloroformate (7693-50-7) → 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate (936755-48-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

phenylboronic acid (98-80-6) → 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate (936755-48-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridine / copper diacetate / dichloromethane / 48 h / 20 °C

2.1: potassium hydroxide; water / tetrahydrofuran / 16 h / 20 °C

3.1: triethylamine; diphenylphosphoryl azide / 1,3-dioxane; tert-butyl alcohol / 16 h / Heating / reflux

3.2: 16 h / 20 °C

4.1: triethylamine; hydrogen / platinum(IV) oxide / methanol / 2 h / 20 °C

5.1: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 60 °C

6.1: hydrogen / palladium hydroxide on carbon / methanol / 1.5 h

7.1: triethylamine / dichloromethane / 16 h / 20 °C

With pyridine; potassium hydroxide; (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diphenylphosphoryl azide; water; hydrogen; triethylamine; platinum(IV) oxide; palladium hydroxide on carbon; copper diacetate; In tetrahydrofuran; 1,3-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

4-nitro-1-phenyl-1H-pyrazole-3-carboxylic acid methyl ester (701917-02-4) → 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate (936755-48-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium hydroxide; water / tetrahydrofuran / 16 h / 20 °C

2.1: triethylamine; diphenylphosphoryl azide / 1,3-dioxane; tert-butyl alcohol / 16 h / Heating / reflux

2.2: 16 h / 20 °C

3.1: triethylamine; hydrogen / platinum(IV) oxide / methanol / 2 h / 20 °C

4.1: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 60 °C

5.1: hydrogen / palladium hydroxide on carbon / methanol / 1.5 h

6.1: triethylamine / dichloromethane / 16 h / 20 °C

With potassium hydroxide; (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diphenylphosphoryl azide; water; hydrogen; triethylamine; platinum(IV) oxide; palladium hydroxide on carbon; In tetrahydrofuran; 1,3-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

tert-butyl (3-{[4-(aminomethyl)benzoyl]amino}-1-phenyl-1H-pyrazol-4-yl)carbamate

2-naphthyl chloroformate

phenylboronic acid

4-nitro-1-phenyl-1H-pyrazole-3-carboxylic acid methyl ester

Refernces