11-Methoxyyangonin

Base Information

• Chemical Name: 11-Methoxyyangonin
• CAS No.: 2743-14-8
• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.3
• Mol file: 2743-14-8.mol

Synonyms:4-methoxy-6-(11,12-methoxystyryl)-2-pyrone;11-methoxyyangonin;(E)-6-(3,4-dimethoxystyryl)-4-methoxy-2H-pyran-2-one;2H-Pyran-2-one,6-[2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxy;4-methoxy-6-(2-(3,4-dimethoxyphenyl)ethenyl)-2H-pyran-2-one;

Chemical Property of 11-Methoxyyangonin

Chemical Property:

• Vapor Pressure: 2.35E-10mmHg at 25°C
• Melting Point: 162 - 163 °C (methanol)
• Boiling Point: 505.8oC at 760 mmHg
• Flash Point: 226.4oC
• PSA: 57.90000
• Density: 1.22g/cm3
• LogP: 2.83600

Purity/Quality:

99.90% ^*data from raw suppliers

11-Methoxyyangonin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 11-Methoxyyangonin

There total 11 articles about 11-Methoxyyangonin 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: 89.0%

4-methoxy-6-vinyl-2H-pyran-2-one (1334928-11-8) + 3,4-dimethoxybenzenediazonium tetrafluoroborate → 4-methoxy-6-(2-(3,4-dimethoxyphenyl)ethenyl)-2H-pyran-2-one (2743-14-8,56070-89-4)

Guidance literature:

4-methoxy-6-vinyl-2H-pyran-2-one; With sodium acetate; palladium diacetate; In acetonitrile; for 0.166667h;

3,4-dimethoxybenzenediazonium tetrafluoroborate; In acetonitrile;

DOI:10.1002/ejoc.201200308

Reference yield: 79.0%

4-methoxy-6-methyl-2H-pyran-2-one (672-89-9) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 6-[2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxy-2H-pyran-2-one (56070-89-4,2743-14-8)

Guidance literature:

With Pd/C; In neat (no solvent); for 0.166667h; Microwave irradiation;

DOI:10.1134/S107036321508023X

Reference yield: 67.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + hispidin (87888-40-2,555-55-5) → 4-methoxy-6-(2-(3,4-dimethoxyphenyl)ethenyl)-2H-pyran-2-one (2743-14-8,56070-89-4)

Guidance literature:

In methanol; dichloromethane; at 0 - 4 ℃;

upstream raw materials:

4-methoxy-6-methyl-2H-pyran-2-one

3,4-dimethoxy-benzaldehyde

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

4-hydroxy-6-methyl-2-pyron

Downstream raw materials:

6-[2-(3,4-dimethoxyphenyl)ethyl]-4-methoxy-2H-pyran-2-one

6,6'-(2,4-bis(3,4-dimethoxyphenyl)cyclobutane-1,3-diyl)bis(4-methoxy-2H-pyran-2-one)

6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one

Refernces

• 1、 Benferrah,Hammadi,Berthiol. "Easy and green synthesis of 6-(arylvinyl)-4-hydroxy-3-(phenylsulfanyl)-2H-pyran-2-ones in aqueous potassium hydroxide". . p. 2881 - 2886. Retrieved 2017/03/22.
• 2、 McCracken, Stephen T.,Kaiser, Marcel,Boshoff, Helena I.,Boyd, Peter D.W.,Copp, Brent R.. "Synthesis and antimalarial and antituberculosis activities of a series of natural and unnatural 4-methoxy-6-styryl-pyran-2-ones, dihydro analogues and photo-dimers". experimental part. p. 1482 - 1493. Retrieved 2012/04/23.