3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid

Base Information

• Chemical Name: 3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid
• CAS No.: 1593841-33-8
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.385
• Mol file: 1593841-33-8.mol

Synonyms:3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid

Chemical Property of 3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid

There total 8 articles about 3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid 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-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoate → 3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid (1593841-33-8)

Guidance literature:

With lithium hydroxide monohydrate; water; In methanol; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.05.090

Reference yield:

methyl (E)-3-(4-(methoxymethoxy)-3-nitrophenyl)acrylate → 3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid (1593841-33-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen; palladium 10% on activated carbon / ethanol / 12 h / 20 °C

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

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

With hydrogenchloride; lithium hydroxide monohydrate; palladium 10% on activated carbon; water; hydrogen; 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; ethanol;

DOI:10.1016/j.tetlet.2018.05.090

Reference yield:

methyl 3-(3-amino-4-(methoxymethoxy)phenyl)propanoate → 3-(4-hydroxy-3-((2E,4E)-7-methylocta-2,4-dienamido)phenyl)propanoic acid (1593841-33-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 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

1.2: 2 h / 0 - 20 °C / Inert atmosphere

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

3.1: lithium hydroxide monohydrate; water / methanol / 4 h / 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

upstream raw materials:

3‐nitro‐p‐coumaric acid methyl ester

4-hydroxy-3-nitrobenzaldehyde

(2E,4E)-ethyl 7-methylocta-2,4-dienoate

(2E,4E)-7-methylocta-2,4-dienoic acid