methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate

Base Information

• Chemical Name: methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate
• CAS No.: 1325297-19-5
• Molecular Formula: C₃₂H₃₂N₄O₇
• Molecular Weight: 584.629
• Mol file: 1325297-19-5.mol

Synonyms:methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate

Chemical Property of methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate

There total 8 articles about methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-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: 85.0%

1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylic acid (1325297-17-3) + methyl iodide (74-88-4) → methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate (1325297-19-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 12h;

DOI:10.1021/ja206457b

Reference yield:

diethyl 1-benzyl-4-oxo-1,4-dihydropyridine-3,5-dicarboxylate (1325297-11-7) → methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate (1325297-19-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium hydroxide / ethanol / 20 °C

2.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran; N,N-dimethyl-formamide / 0.42 h / 0 °C

2.2: 0.5 h

2.3: 30 h / 90 °C

3.1: water; sodium hydroxide / 1,4-dioxane / 4 h / 20 °C

4.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

5.1: water; sodium hydroxide / 1,4-dioxane / 6 h / 20 °C

6.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C

With 4-methyl-morpholine; water; chloroformic acid ethyl ester; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja206457b

Reference yield:

1-benzyl-5-(ethoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid (1325297-12-8) → methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate (1325297-19-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran; N,N-dimethyl-formamide / 0.42 h / 0 °C

1.2: 0.5 h

1.3: 30 h / 90 °C

2.1: water; sodium hydroxide / 1,4-dioxane / 4 h / 20 °C

3.1: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

4.1: water; sodium hydroxide / 1,4-dioxane / 6 h / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C

With 4-methyl-morpholine; water; chloroformic acid ethyl ester; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/ja206457b

upstream raw materials:

diethyl 1-benzyl-4-oxo-1,4-dihydropyridine-3,5-dicarboxylate

1-benzyl-5-(ethoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid

1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylic acid

C₁₅H₁₆N₂O₃

Downstream raw materials:

methyl 1-benzyl-5-(1-benzyl-4-oxo-5-(2,2,2-trifluoroacetamido)-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate