methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate

Base Information

• Chemical Name: methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate
• CAS No.: 1370588-58-1
• Molecular Formula: C₂₃H₂₈N₄O₇
• Molecular Weight: 472.498
• Mol file: 1370588-58-1.mol

Synonyms:methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate

Chemical Property of methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate

There total 3 articles about methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate 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: 86.0%

2-(diethylamino)-2-oxoacetyl chloride (87039-68-7) + 2-[5-(benzoyloxy)-4-(methoxycarbonyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-2-yl]propan-2-amine hydrochloride (1370588-45-6) → methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (1370588-58-1)

Guidance literature:

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; for 2.25h;

DOI:10.1016/j.ejmech.2012.02.015

Reference yield:

methyl 5-(benzoyloxy)-2-(1-{[(benzyloxy)carbonyl]amino}-1-methylethyl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (518048-01-6) → methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (1370588-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 3 h / 760.05 Torr

2: triethylamine / dichloromethane; N,N-dimethyl-formamide / 2.25 h

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.02.015

Reference yield:

methyl 5-(benzoyloxy)-2-(2-(benzyloxycarbonylamino)propan-2-yl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate (518048-00-5) → methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (1370588-58-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hydride / 1,4-dioxane / 1 h / 40 °C

1.2: 3 h / 60 °C

2.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 3 h / 760.05 Torr

3.1: triethylamine / dichloromethane; N,N-dimethyl-formamide / 2.25 h

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; lithium hydride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.02.015

upstream raw materials:

methyl 5-(benzoyloxy)-2-(1-{[(benzyloxy)carbonyl]amino}-1-methylethyl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate

2-(diethylamino)-2-oxoacetyl chloride

2-[5-(benzoyloxy)-4-(methoxycarbonyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-2-yl]propan-2-amine hydrochloride

methyl 5-(benzoyloxy)-2-(2-(benzyloxycarbonylamino)propan-2-yl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate

Downstream raw materials:

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-5-yl acetate

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-5-yl methanesulfonate

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-5-yl benzoate

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-5-yl 2,4,6-trimethylbenzenesulfonate