Thunalbene

Base Information

• Chemical Name: Thunalbene
• CAS No.: 220862-05-5
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Mol file: 220862-05-5.mol

Synonyms:Thunalbene

Chemical Property of Thunalbene

Chemical Property:

• PSA: 49.69000
• LogP: 3.27680

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Thunalbene ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thunalbene

There total 9 articles about Thunalbene 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: 68.0%

trans-3,3'-(diallyloxy)-5'-methoxystilbene → 3-[(1E)-2-(3-hydroxyphenyl)ethenyl]-5-methoxyphenol (220862-05-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In methanol; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1002/bkcs.10605

Reference yield: 68.0%

→ 3-[(1E)-2-(3-hydroxyphenyl)ethenyl]-5-methoxyphenol (220862-05-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In methanol; at 20 - 60 ℃; for 6h; Inert atmosphere;

Reference yield:

3-(allyloxy)-5-methoxybenzaldehyde (681443-55-0) → 3-[(1E)-2-(3-hydroxyphenyl)ethenyl]-5-methoxyphenol (220862-05-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: phosphorus tribromide / acetonitrile / 3 h / 0 - 20 °C / Inert atmosphere

3.1: 5,5-dimethyl-1,3-cyclohexadiene / 10 h / Inert atmosphere; Reflux

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

4.2: 0 °C / Reflux

5.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol / 6 h / 60 °C / Inert atmosphere

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phosphorus tribromide; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; acetonitrile; mineral oil; 3.1: |Arbuzov Reaction / 4.1: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1002/bkcs.10605

upstream raw materials:

3-allyloxy-benzaldehyde

3-(allyloxy)-5-methoxybenzaldehyde

3,5-dihydroxybenzaldehyde

3-hydroxy-5-methoxybenzaldehyde

Refernces

• 1、 Moon, Insu,Kim, Jin-Kyung,Jun, Jong-Gab. "Syntheses of phoyunbenes A-D and thunalbene for their anti-inflammatory evaluation". . p. 2907 - 2914. Retrieved 2016/01/25.