(E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate

Base Information

• Chemical Name: (E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate
• CAS No.: 1314765-87-1
• Molecular Formula: C₂₉H₃₀O₈
• Molecular Weight: 506.552
• Mol file: 1314765-87-1.mol

Synonyms:(E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate

Chemical Property of (E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate

There total 4 articles about (E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate 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: 33.7%

3,4-dimethoxycinnamic acid (2316-26-9) + (R)-6-(1-hydroxy-4-methylpent-3-enyl)-5,8-dimethoxynaphthalene-1,4-dione (1031235-90-1) → (E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate (1314765-87-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.05.006

Reference yield:

1-[1,4-dimethoxy-5,8-bis-(methoxymethoxy)-naphthalen-2-yl]-4-methylpent-3-en-1-ol (1031235-88-7) → (E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate (1314765-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / tetrahydrofuran; water; isopropyl alcohol / 3 h / 20 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol;

DOI:10.1016/j.ejmech.2011.05.006

Reference yield:

2-(1-hydroxy-4-methylpent-3-enyl)-5,8-bis-(methoxymethoxy)-naphthalene-1,4-dione (1253934-34-7) → (E)-1-(1,4-dihydro-5,8-dimethoxy-1,4-dioxonaphthalen-6-yl)-4-methylpent-3-enyl 3-(3,4-dimethoxyphenyl)acrylate (1314765-87-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium dithionite / tetrahydrofuran; water / 20 °C / Inert atmosphere

1.2: 40 °C / Inert atmosphere; Reflux

2.1: hydrogenchloride / tetrahydrofuran; water; isopropyl alcohol / 3 h / 20 °C

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium dithionite; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol;

DOI:10.1016/j.ejmech.2011.05.006

upstream raw materials:

2-(1-hydroxy-4-methylpent-3-enyl)-5,8-bis-(methoxymethoxy)-naphthalene-1,4-dione

1-[1,4-dimethoxy-5,8-bis-(methoxymethoxy)-naphthalen-2-yl]-4-methylpent-3-en-1-ol

3,4-dimethoxycinnamic acid

(R)-6-(1-hydroxy-4-methylpent-3-enyl)-5,8-dimethoxynaphthalene-1,4-dione