artepillin C methyl ester

Base Information

• Chemical Name: artepillin C methyl ester
• CAS No.: 72944-04-8
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.425
• Mol file: 72944-04-8.mol

Synonyms:artepillin C methyl ester

Chemical Property of artepillin C methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of artepillin C methyl ester

There total 5 articles about artepillin C methyl ester 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: 79.0%

methyl 4-hydroxycinnamate (3943-97-3) + prenyl bromide (870-63-3) → artepillin C methyl ester (72944-04-8)

Guidance literature:

methyl 4-hydroxycinnamate; With sodium hydride; In toluene; at 0 ℃; for 0.25h; Inert atmosphere; Schlenk technique; Glovebox;

prenyl bromide; In toluene; at 20 ℃; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201601999

Reference yield: 50.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 4-iodo-2,6-bis(3-methyl-2-butenyl)-phenol (364358-95-2) → artepillin C methyl ester (72944-04-8)

Guidance literature:

light-shielded conditions, under argon;

Reference yield:

p-Iodophenol (540-38-5) → artepillin C methyl ester (72944-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / 10percent NaOH / 5 h / 20 °C

2: 31 percent / Et₃N; tri-o-tolyl phosphine / Pd(OAc)2 / toluene / 20 h / 100 °C

With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In toluene; 2: Mizoroki-Heck coupling;

DOI:10.1021/jo0056904

upstream raw materials:

diazomethane

p-Coumaric Acid

prenyl bromide

acrylic acid methyl ester

Downstream raw materials:

artepillin C