2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester

Base Information

• Chemical Name: 2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester
• CAS No.: 864934-97-4
• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.44
• Mol file: 864934-97-4.mol

Synonyms:2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester

Chemical Property of 2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester

There total 4 articles about 2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester 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: 80.0%

ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate (678149-60-5) + allyl bromide (106-95-6) → 2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester (864934-97-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -70 - 20 ℃; for 8h;

DOI:10.1016/j.tetlet.2005.12.071 DOI:10.1016/j.tetlet.2005.06.156

Reference yield:

3-(2,5-dimethoxy-4-methylphenyl)but-2-enol (678149-54-7) → 2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester (864934-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / EtCOOH / 48 h / 180 °C

2: 80 percent / LDA / tetrahydrofuran / 8 h / -70 - 20 °C

With lithium diisopropyl amide; propionic acid; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.06.156

Reference yield:

1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone (13720-58-6) → 2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester (864934-97-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / NaH / tetrahydrofuran / 8 h / 20 °C

2: 95 percent / lithium aluminum hydride / diethyl ether / 1 h / -50 °C

3: 78 percent / propionic acid / 48 h / 180 °C

4: 80 percent / LDA / tetrahydrofuran / 8 h / -70 - 20 °C

With lithium aluminium tetrahydride; sodium hydride; propionic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; 1: Horner-Wadsworth-Emmons reaction / 3: Johnson-Claisen rearrangement;

DOI:10.1016/j.tetlet.2005.12.071

upstream raw materials:

ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate

allyl bromide

3-(2,5-dimethoxy-4-methylphenyl)but-2-enol

1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone

Downstream raw materials:

(+/-)-lagopodin A

4-(2,5-dimethoxy-4-methylphenyl)-4,3,3-trimethylcyclopentanone

3-(2,5-dimethoxy-4-methyl-phenyl)-3,4,4-trimethyl-cyclopentanol

2-(2,5-dimethoxy-4-methyl-phenyl)-2,3,3-trimethyl-cyclopentanol