3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide

Base Information

• Chemical Name: 3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide
• CAS No.: 1428533-54-3
• Molecular Formula: C₂₆H₃₃ClN₆O₅
• Molecular Weight: 545.038
• Mol file: 1428533-54-3.mol

Synonyms:3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide

Chemical Property of 3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide

There total 9 articles about 3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide 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: 64.0%

(3S)-3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-hydroxybutanamide → 3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide (1428533-54-3)

Guidance literature:

With dichloro-acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; dimethyl sulfoxide; at 0 - 20 ℃; for 6.08h;

DOI:10.1021/jm301887f

Reference yield:

1,1-dimethylethylurea (1118-12-3) → 3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide (1428533-54-3)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,2-dimethoxyethane / 0.25 h / 100 °C / Microwave irradiation

2: potassium carbonate; water / acetonitrile / 0.25 h / 100 °C / Microwave irradiation

3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dichloro-acetic acid / dichloromethane; dimethyl sulfoxide / 6.08 h / 0 - 20 °C

With dichloro-acetic acid; water; palladium diacetate; potassium carbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm301887f

Reference yield:

C13H24N2O4 (1607806-55-2) → 3-(2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetamido)-4-cyclobutyl-2-oxobutanamide (1428533-54-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dichloro-acetic acid / dichloromethane; dimethyl sulfoxide / 6.08 h / 0 - 20 °C

With hydrogenchloride; dichloro-acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm301887f

upstream raw materials:

1,1-dimethylethylurea

(3S)-3-amino-4-cyclobutyl-2-hydroxybutanamide hydrochloride

C₁₃H₂₄N₂O₄

benzyl 2-(6-benzyl-3-(3-(tert-butyl)ureido)-5-chloro-2-oxopyrazin-1(2H)-yl)acetate