(2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide

Base Information

Chemical Name:(2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide
CAS No.:1357181-81-7
Molecular Formula:C₃₀H₃₅NO₅SSi
Molecular Weight:549.763
Hs Code.:

Synonyms:(2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide

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Chemical Property of (2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide

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Technology Process of (2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide

There total 5 articles about (2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide 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: 98.0%

: 1357181-72-6
C₂₇H₃₀INO₄SSi

: 74141-13-2,81925-29-3,74141-12-1
1-tributylstannyl-3-hydroxypropene

: 1357181-81-7
(2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In 1,4-dioxane; at 80 ℃; for 1h;
DOI:10.1016/j.tetlet.2011.12.014

Reference yield:

: C₂₅H₃₁IO₅Si

: 1357181-81-7
(2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide

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 / 1,4-dioxane / 1 h / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; mineral oil; 2.1: Migita-Stille coupling;
DOI:10.1016/j.tetlet.2011.12.014

Reference yield:

: 328092-75-7
(Z)-2-iodo-1-(tert-butyldiphenylsiloxy)but-2-en-4-ol

: 1357181-81-7
(2E,4E)-3-((tert-butyldiphenylsiloxy)methyl)-6-hydroxy-N-(p-toluenesulfonyl)-2,4-hexadienamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: manganese(IV) oxide / dichloromethane / 0.5 h / 20 °C

2.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 2 h / 0 - 20 °C

3.1: 4-methyl-morpholine / dichloromethane / 0.17 h / 0 °C

3.2: 0.5 h / 0 °C

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

4.2: 2 h / 0 - 20 °C

5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 1 h / 80 °C

With 4-methyl-morpholine; manganese(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; copper(l) iodide; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; sodium hydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; mineral oil; tert-butyl alcohol; 5.1: Migita-Stille coupling;
DOI:10.1016/j.tetlet.2011.12.014