[1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester

Base Information

• Chemical Name: [1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester
• CAS No.: 1088239-27-3
• Molecular Formula: C₂₂H₂₆N₃O₆P
• Molecular Weight: 459.439

Synonyms:[1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester

Chemical Property of [1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester

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Technology Process of [1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester

There total 5 articles about [1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester 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: 87.0%

bis(trichloromethyl) carbonate (32315-10-9) + [3-benzylamino-1-(p-nitrophenylamino)-but-1-(E)-enyl]phosphonic acid diethyl ester (1088239-22-8) → [1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester (1088239-27-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1021/jo8022022

Reference yield: 87.0%

bis(trichloromethyl) carbonate (32315-10-9) + [3-benzylamino-1-(p-nitrophenylamino)-but-1-(Z)-enyl]phosphonic acid diethyl ester (1088239-12-6) → [1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester (1088239-27-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1080/10426507.2010.521211

Reference yield:

4-nitrophenyl azide (1516-60-5) → [1-benzyl-6-methyl-3-(4-nitro-phenyl)-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl]-phosphonic acid diethyl ester (1088239-27-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dichloromethane; toluene / 0.5 h / 0 °C

2: dichloromethane; toluene / 0.5 h / 20 °C

3: dichloromethane

4: triethylamine / dichloromethane / 20 °C

With triethylamine; In dichloromethane; toluene; 2: Aza-Wittig reaction / 3: Michael condensation;

DOI:10.1080/10426507.2010.521211

upstream raw materials:

bis(trichloromethyl) carbonate

[3-benzylamino-1-(p-nitrophenylamino)-but-1-(E)-enyl]phosphonic acid diethyl ester

C₉H₁₃N₂O₂P

[3-benzylamino-1-(p-nitrophenylamino)-but-1-(Z)-enyl]phosphonic acid diethyl ester

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