2-Cyclopenten-1-one, 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-, oxime

Base Information

• Chemical Name: 2-Cyclopenten-1-one, 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-, oxime
• CAS No.: 631900-99-7
• Molecular Formula: C21H23NO6
• Molecular Weight: 385.417
• Mol file: 631900-99-7.mol

Synonyms:

Chemical Property of 2-Cyclopenten-1-one, 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-, oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Cyclopenten-1-one, 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-, oxime

There total 6 articles about 2-Cyclopenten-1-one, 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-, oxime 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: 83.5%

4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)cyclopent-2-en-1-one (631900-80-6) → 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-cyclopent-2-en-1-one oxime (631900-99-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; for 3h; Heating / reflux;

Reference yield:

α-(3,4,5-trimethoxyphenyl)-2-furanmethanol (631900-71-5) → 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-cyclopent-2-en-1-one oxime (631900-99-7)

Guidance literature:

Multi-step reaction with 5 steps

1: ZnCl₂ / dioxane; H₂O / 24 h / Heating

2: triethylamine / dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

3: 66 percent / triphenylphosphine; potassium carbonate / palladium acetate; tetra-butylammonium bromide / acetonitrile / 36 h / Heating

4: 88 percent / acetic acid / tetrahydrofuran; H₂O / 20 h / 50 °C

5: 75 percent / hydroxylamine hydrochloride; sodium acetate / ethanol / 3 h / Heating

With hydroxylamine hydrochloride; sodium acetate; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; zinc(II) chloride; dmap; tetrabutylammomium bromide; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 3: Heck reaction;

DOI:10.1021/jm060938o

Reference yield:

4-hydroxy-2-(3,4,5-trimethoxyphenyl)cyclopent-2-en-1-one (631900-73-7) → 4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-cyclopent-2-en-1-one oxime (631900-99-7)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

2: 66 percent / triphenylphosphine; potassium carbonate / palladium acetate; tetra-butylammonium bromide / acetonitrile / 36 h / Heating

3: 88 percent / acetic acid / tetrahydrofuran; H₂O / 20 h / 50 °C

4: 75 percent / hydroxylamine hydrochloride; sodium acetate / ethanol / 3 h / Heating

With hydroxylamine hydrochloride; sodium acetate; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; dmap; tetrabutylammomium bromide; palladium diacetate; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; 2: Heck reaction;

DOI:10.1021/jm060938o

upstream raw materials:

4-hydroxy-3-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)cyclopent-2-en-1-one

α-(3,4,5-trimethoxyphenyl)-2-furanmethanol

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

2-(3,4,5-trimethoxyphenyl)-4-tert.-butyldimethylsilyoxy-cyclopent-2-en-1-one