3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate

Base Information

• Chemical Name: 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate
• CAS No.: 134209-00-0
• Molecular Formula: C₁₉H₁₉IO₄
• Molecular Weight: 438.262
• Mol file: 134209-00-0.mol

Synonyms:3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate

Chemical Property of 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate

There total 3 articles about 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)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: 97.0%

dihydroisoferulic acid (1135-15-5) + 3-(4-iodophenyl)-2-propenol (134208-99-4) → 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate (134209-00-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 25 ℃; for 52h;

DOI:10.1021/jo00013a024

Reference yield:

3-(4-iodophenyl)-2-propenoic acid ethyl ester (93677-03-3) → 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate (134209-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / diisobutylaluminium hydride (Dibal) / CH₂Cl₂ / 0.75 h / -60 °C

2: 97 percent / triphenylphosphine, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 52 h / 25 °C

With diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00013a024

Reference yield:

p-(iodophenyl)carboxaldehyde (15164-44-0) → 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate (134209-00-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / potassium bis(trimethylsilyl)amide (KHMDS), 18-crown-6 / tetrahydrofuran / 0.5 h / -78 °C

2: 80 percent / diisobutylaluminium hydride (Dibal) / CH₂Cl₂ / 0.75 h / -60 °C

3: 97 percent / triphenylphosphine, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 52 h / 25 °C

With 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00013a024

upstream raw materials:

dihydroisoferulic acid

3-(4-iodophenyl)-2-propenol

3-(4-iodophenyl)-2-propenoic acid ethyl ester

p-(iodophenyl)carboxaldehyde