1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate

Base Information

Chemical Name:1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate
CAS No.:1290128-81-2
Molecular Formula:C₂₀H₂₇N₃O₅
Molecular Weight:389.451
Hs Code.:

Synonyms:1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate

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Chemical Property of 1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate

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Technology Process of 1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate

There total 4 articles about 1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate 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: 91.0%

: 622-33-3
N-benzyloxyamine

: 1290128-73-2
1-tert-butyl 5-ethyl 4-methyl-2-methylsulfanyl-1,6-dihydropyrimidine-1,5-dicarboxylate

: 1290128-81-2
1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.01.092

Reference yield:

: 1290128-72-1
1-tert-butyl 5-ethyl 4-methyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-1,5-dicarboxylate

: 1290128-81-2
1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / methanol / 1 h / 0 - 45 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / dichloromethane / 1 h / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.tet.2011.01.092

Reference yield:

: 141-97-9
ethyl acetoacetate

: 1290128-81-2
1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-benzyl-N,N,N-triethylammonium chloride / water / 0.5 h / 100 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / methanol / 1 h / 0 - 45 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / dichloromethane / 1 h / 20 °C / Inert atmosphere

With N-benzyl-N,N,N-triethylammonium chloride; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2011.01.092