N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine

Base Information

Chemical Name:N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine
CAS No.:141584-04-5
Molecular Formula:C₂₁H₂₅NO₄
Molecular Weight:355.434
Hs Code.:

Synonyms:N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine

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Chemical Property of N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine

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Technology Process of N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine

There total 14 articles about N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine 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%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 87309-66-8
2-(4-Oxo-butyl)-2H-pyridine-1-carboxylic acid benzyl ester

: 141584-04-5
N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(00)88002-8

Reference yield: 82.0%

: 141584-03-4
N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2,3,4-tetrahydropyridine

: 141584-04-5
N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine

Guidance literature:: With dmap; methanesulfonyl chloride; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1021/jo00041a011

Reference yield:

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

: 141584-04-5
N-<(benzyloxy)carbonyl>-2-<(E)-5-(ethoxycarbonyl)-4-pentenyl>-4-hydroxy-1,2-dihydropyridine

Guidance literature:: Multi-step reaction with 5 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

4: 100 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.08 h / 0 °C

5: 82 percent / MsCl, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jo00041a011