2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde

Base Information

• Chemical Name: 2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde
• CAS No.: 894797-89-8
• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.462
• Mol file: 894797-89-8.mol

Synonyms:2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde

Chemical Property of 2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde

There total 13 articles about 2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde 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: 98.0%

1-(4'-benzyloxy-6''-[1''',3''']-dioxolan-2'''-yl-2'',3'',4''-trimethoxybiphenyl-2'-yl)-ethanone (894797-86-5) → 2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde (894797-89-8)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tet.2008.01.130

Reference yield: 52.0%

6-formyl-2,3,4-trimethoxyphenylboronic acid (1035933-58-4) + 1-[2-bromo-5-(phenylmethoxy)phenyl]ethanone (105805-16-1) → 2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde (894797-89-8)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; ethanol; for 1h; Heating;

DOI:10.1016/j.tet.2008.01.130

Reference yield:

1-[3-(phenylmethoxy)phenyl]ethan-1-one (34068-01-4) → 2'-acetyl-4'-benzyloxy-4,5,6-trimethoxybiphenyl-2-carbaldehyde (894797-89-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 70 percent / NBS / acetonitrile

2.1: 66 percent / TsOH / toluene

3.1: n-BuLi / tetrahydrofuran / -78 °C

3.2: CuI*P(OEt)3 / tetrahydrofuran

3.3: 70 percent / tetrahydrofuran / 18 h / 20 °C

4.1: MeI / acetone / Heating

With N-Bromosuccinimide; n-butyllithium; toluene-4-sulfonic acid; methyl iodide; In tetrahydrofuran; acetone; toluene; acetonitrile; 3.3: Ulmann coupling;

DOI:10.1016/j.tetlet.2007.04.103

upstream raw materials:

4-benzyloxy-2-[1,1-(ethylenedioxy)ethyl]-bromobenzne

2-(5-benzyloxy-2-bromo-phenyl)-2-methyl-[1,3]oxathiolane

1-[3-(phenylmethoxy)phenyl]ethan-1-one

3-Hydroxyacetophenone

Downstream raw materials:

3-benzyloxy-9,10,11-trimethoxy-dibenzo[a,c]cyclohepten-5-one