C₃₉H₄₂O₈

Base Information

• Chemical Name: C₃₉H₄₂O₈
• CAS No.: 1186304-33-5
• Molecular Formula: C₃₉H₄₂O₈
• Molecular Weight: 638.758
• Mol file: 1186304-33-5.mol

Synonyms:C₃₉H₄₂O₈

Chemical Property of C₃₉H₄₂O₈

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₉H₄₂O₈

There total 12 articles about C₃₉H₄₂O₈ 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: 94.0%

2',6-dimethoxy-4'-[(tetrahydro-2H-pyran-2-yloxy)methyl]biphenyl-2-carbaldehyde (1186304-32-4) + {4-[5-([1,3]-dioxan-2-yl)-2-methoxyphenoxy]benzyl}triphenylphosphonium bromide (1186304-20-0) → C39H42O8 (1186304-33-5)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In dichloromethane; for 24h; Reflux;

DOI:10.1055/s-0029-1217510

Reference yield:

5-(1,3-dioxan-2-yl)-2-methoxyphenol (1186304-18-6) → C39H42O8 (1186304-33-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 165 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0 - 20 °C

3.1: acetonitrile / 6 h / Reflux

3.2: 12 h / Reflux

4.1: 18-crown-6 ether; potassium carbonate / dichloromethane / 24 h / Reflux

With sodium tetrahydroborate; 18-crown-6 ether; potassium carbonate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4.1: Wittig reaction;

DOI:10.1002/ejoc.201001023

Reference yield:

2-trifluoromethylsulphonyloxy-3-methoxybenzaldehyde (137898-13-6) → C39H42O8 (1186304-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 16 h / Inert atmosphere; Reflux

2: 18-crown-6 ether; potassium carbonate / dichloromethane / 24 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; sodium carbonate; potassium carbonate; In ethanol; dichloromethane; water; toluene; 1: Suzuki coupling / 2: Wittig reaction;

DOI:10.1002/ejoc.201001023

upstream raw materials:

2',6-dimethoxy-4'-[(tetrahydro-2H-pyran-2-yloxy)methyl]biphenyl-2-carbaldehyde

{4-[5-([1,3]-dioxan-2-yl)-2-methoxyphenoxy]benzyl}triphenylphosphonium bromide

5-(1,3-dioxan-2-yl)-2-methoxyphenol

4-[5-(1,3-dioxan-2-yl)-2-methoxyphenoxy]benzaldehyde

Downstream raw materials:

C₃₁H₃₀O₆

C₃₉H₄₄O₈

Br^(1-)*C₄₉H₄₄O₅P⁽¹⁺⁾

Refernces

• 1、 Jiang, Juan,Sun, Bin,Wang, Yan-Yan,Cui, Min,Zhang, Li,Cui, Chang-Zhi,Wang, Yan-Feng,Liu, Xi-Gong,Lou, Hong-Xiang. "Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents". scheme or table. p. 2382 - 2391. Retrieved 2012/05/05.
• 2、 Speicher, Andreas,Groh, Matthias,Zapp, Josef,Schauml?ffel, Anu,Knauer, Michael,Bringmann, Gerhard. "A synthesis-driven structure revision of 'plagiochin E', a highly bioactive bisbibenzyl". scheme or table. p. 1852 - 1858. Retrieved 2009/12/05.