1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

Base Information

• Chemical Name: 1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione
• CAS No.: 154544-30-6
• Molecular Formula: C₂₂H₂₅IO₈
• Molecular Weight: 544.34
• Mol file: 154544-30-6.mol

Synonyms:1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

Chemical Property of 1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

There total 2 articles about 1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione 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: 51.0%

1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (106331-50-4) + 4-(2-hydroxyethoxy)-3-iodo-5-methoxybenzaldehyde (154544-29-3) → 1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione (154544-30-6)

Guidance literature:

With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine; at 60 ℃; for 16h;

DOI:10.1021/jm980046r

Reference yield:

5-iodovaniline (5438-36-8) → 1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione (154544-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 50 deg C, 20 h

2: 51 percent / 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, triethylamine / 16 h / 60 °C

With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; sodium hydride; triethylamine;

DOI:10.1021/jm980046r

Reference yield: 99.0%

1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione (154544-30-6) → 1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanediol (154544-31-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; water; for 2.5h; Ambient temperature;

DOI:10.1021/jm980046r

upstream raw materials:

1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

4-(2-hydroxyethoxy)-3-iodo-5-methoxybenzaldehyde

5-iodovaniline

Downstream raw materials:

1-(3-methoxy-4-hydroxyethoxy-5-iodophenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanediol

(+/-)-trans-2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-cyanophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

(+/-)-trans-2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-(N-methyl-N-hydroxyureidyl)methylphenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran