methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

Base Information

Chemical Name:methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate
CAS No.:1593841-27-0
Molecular Formula:C₁₉H₂₅NO₅
Molecular Weight:347.411
Hs Code.:

Synonyms:methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

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Chemical Property of methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

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Technology Process of methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

There total 15 articles about methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate 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: 96.0%

: methyl 3-(2,4-bis(methoxymethoxy)-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

: 1593841-27-0
methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tetlet.2018.05.090

Reference yield:

: 62903-88-2
(2E,4E)-ethyl 7-methylocta-2,4-dienoate

: 1593841-27-0
methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide monohydrate; water / methanol / 4 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane / 4 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; lithium hydroxide monohydrate; water; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1016/j.tetlet.2018.05.090

Reference yield:

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 1593841-27-0
methyl 3-(2,4-dihydroxy-5-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: nitric acid; acetic acid / 16 h / 0 - 20 °C / Inert atmosphere

2.1: toluene / 18 h / Inert atmosphere; Reflux

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C / Inert atmosphere

3.2: 4 h / 0 - 20 °C / Inert atmosphere

4.1: hydrogen; palladium 10% on activated carbon / ethanol / 4 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

5.2: 2 h / 0 - 20 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane / 4 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; nitric acid; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; toluene; mineral oil; 2.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2018.05.090