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

Base Information

Chemical Name:ethyl 1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylate
CAS No.:1325297-13-9
Molecular Formula:C₂₀H₂₄N₂O₅
Molecular Weight:372.421
Hs Code.:

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

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

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

There total 5 articles about ethyl 1-benzyl-5-(tert-butoxycarbonylamino)-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: 47.0%

: 1325297-12-8
1-benzyl-5-(ethoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid

: 75-65-0
tert-butyl alcohol

: 1325297-13-9
ethyl 1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylate

Guidance literature:: 1-benzyl-5-(ethoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid; With 4-methyl-morpholine; chloroformic acid ethyl ester; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.416667h;

With sodium azide; In tetrahydrofuran; water; N,N-dimethyl-formamide; for 0.5h;

tert-butyl alcohol; In toluene; at 90 ℃; for 30h;
DOI:10.1021/ja206457b

Reference yield:

: 1325297-11-7
diethyl 1-benzyl-4-oxo-1,4-dihydropyridine-3,5-dicarboxylate

: 1325297-13-9
ethyl 1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 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

With 4-methyl-morpholine; chloroformic acid ethyl ester; potassium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/ja206457b

Reference yield:

: 74632-03-4
diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate

: 1325297-13-9
ethyl 1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 80 °C

2.1: potassium hydroxide / ethanol / 20 °C

3.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran; N,N-dimethyl-formamide / 0.42 h / 0 °C

3.2: 0.5 h

3.3: 30 h / 90 °C

With 4-methyl-morpholine; chloroformic acid ethyl ester; potassium carbonate; potassium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/ja206457b