5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide

Base Information

• Chemical Name: 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide
• CAS No.: 1454558-58-7
• Molecular Formula: C₁₉H₂₀N₆O₅
• Molecular Weight: 412.405
• Mol file: 1454558-58-7.mol

Synonyms:

Chemical Property of 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide

There total 6 articles about 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide 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:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-({[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl}carbamoyl)butanoic acid (1620474-92-1) → 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide (1454558-58-7)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c4cc03903c

Reference yield:

tert-butyl N-{[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl}carbamate (1380500-86-6) → 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide (1454558-58-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 1 h / Inert atmosphere

2.1: tetrahydrofuran / 4 h / 70 °C / Inert atmosphere

2.2: 16 h / 50 °C / Inert atmosphere

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 20 °C / Inert atmosphere

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c4cc03903c

Reference yield:

(4-(6-methyl-1,2,4,5-tetrazin-3- yl)phenyl)methaneamine (1345955-28-3) → 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-N-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl]-5-oxopentanamide (1454558-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 4 h / 70 °C / Inert atmosphere

1.2: 16 h / 50 °C / Inert atmosphere

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 20 °C / Inert atmosphere

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c4cc03903c

upstream raw materials:

glutaric anhydride,

1-hydroxy-pyrrolidine-2,5-dione

4-({[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl}carbamoyl)butanoic acid

tert-butyl N-[(4-cyanophenyl)methyl]carbamate

Downstream raw materials:

2,2',2''-(10-(1-carboxy-4-((2-(5-((4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzyl)amino)-5-oxopentanamido)ethyl)amino)-4-oxobutyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetic acid