2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol

Base Information

• Chemical Name: 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol
• CAS No.: 1312996-89-6
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419
• Mol file: 1312996-89-6.mol

Synonyms:2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol

Chemical Property of 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol

There total 10 articles about 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol 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: 58.0%

2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (269410-23-3) + 2-(3,4,5-trimethoxyphenyl)cyclopentyl trifluoromethanesulfonate → 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol (1312996-89-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmc.2019.07.048

Reference yield: 44.0%

(3-hydroxy-4-methoxyphenyl)boronic acid (622864-48-6) + 5-(2-bromocyclopent-1-en-1-yl)-1,2,3-trimethoxybenzene (1312996-88-5) → 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol (1312996-89-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate monohydrate; In water; N,N-dimethyl-formamide; at 70 ℃; for 1h; regioselective reaction;

DOI:10.1021/jm200555r

Reference yield:

5-bromo-2-methoxyphenol (37942-01-1) → 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol (1312996-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; palladium dichloride / dimethyl sulfoxide / 12 h / 80 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; palladium dichloride; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2019.07.048

upstream raw materials:

(3-hydroxy-4-methoxyphenyl)boronic acid

5-(2-bromocyclopent-1-en-1-yl)-1,2,3-trimethoxybenzene

1,2-dibromocyclopentene

3,4,5-trimethoxyphenylboronic Acid