(2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide

Base Information

Chemical Name:(2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide
CAS No.:1357181-76-0
Molecular Formula:C₁₇H₁₉NO₇S
Molecular Weight:381.406
Hs Code.:

Synonyms:(2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide

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Chemical Property of (2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide

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Technology Process of (2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide

There total 5 articles about (2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide 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: 51.0%

: 1357181-64-6
(Z)-ethyl 2-iodo-4-(4-methylphenylsulfonamido)-4-oxobut-2-enoate

: 82101-74-4
methyl (E)-3-(tributylstannyl)acrylate

: 1357181-75-9
C₁₇H₁₉NO₇S

: 1357181-76-0
(2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In toluene; at 80 ℃; for 1h;
DOI:10.1016/j.tetlet.2011.12.014

Reference yield:

: 1357181-62-4
(Z)-4-ethoxy-3-iodo-4-oxobut-2-enoic acid

: 1357181-75-9
C₁₇H₁₉NO₇S

: 1357181-76-0
(2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4-methyl-morpholine / tetrahydrofuran / 0.17 h / 0 °C

1.2: 0.25 h / 0 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

2.2: 2 h / 0 - 20 °C

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 1 h / 80 °C

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; In tetrahydrofuran; toluene; mineral oil; 3.1: Migita-Stille coupling;
DOI:10.1016/j.tetlet.2011.12.014

Reference yield:

: 1373869-69-2
C₁₁H₁₅IO₆

: 1357181-75-9
C₁₇H₁₉NO₇S

: 1357181-76-0
(2E,4E)-3-ethoxycarbonyl-5-methoxycarbonyl-N-(p-toluenesulfonyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 1 h / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; In tetrahydrofuran; toluene; mineral oil; 2.1: Migita-Stille coupling;
DOI:10.1016/j.tetlet.2011.12.014