N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone

Base Information

Chemical Name:N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone
CAS No.:141584-02-3
Molecular Formula:C₂₁H₂₅NO₅
Molecular Weight:371.433
Hs Code.:

Synonyms:N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone

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Chemical Property of N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone

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Technology Process of N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone

There total 8 articles about N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone 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: 95.0%

: 4-Oxo-2-pent-4-enyl-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

: 140-88-5,9003-32-1
ethyl acrylate

: 141584-02-3
N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride;
DOI:10.1021/jo500878v

Reference yield:

: 620-08-6,1232006-56-2
4-methoxypyridine

: 141584-02-3
N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone

Guidance literature:: Multi-step reaction with 3 steps

2: 1) (COCl)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, -50 to -60 deg C, 15 min, 2) CH₂Cl₂, 10 min

3: KOtBu / 1) THF, 0 deg C, 10 min, 2) THF, a) -78 deg C, 15 min, b) r.t., 7 h

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine;
DOI:10.1021/jo00041a011

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 141584-02-3
N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-2,3-dihydro-4-pyridone

Guidance literature:: Multi-step reaction with 3 steps

1.1: Inert atmosphere

2.1: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran;
DOI:10.1021/jo500878v