2’,3’,6’-trimethoxyisoflavanone

Base Information

• Chemical Name: 2’,3’,6’-trimethoxyisoflavanone
• CAS No.: 1411858-63-3
• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.338
• Mol file: 1411858-63-3.mol

Synonyms:

Chemical Property of 2’,3’,6’-trimethoxyisoflavanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2’,3’,6’-trimethoxyisoflavanone

There total 5 articles about 2’,3’,6’-trimethoxyisoflavanone 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:

allyl 4-oxo-3-(2,3,6-trimethoxyphenyl)chroman-3-carboxylate (1411858-17-7) → 2’,3’,6’-trimethoxyisoflavanone (1411858-63-3) + 2’,3’,6’-trimethoxyisoflavanone

Guidance literature:

With (S)-2-(2-(bis(4-trifluoromethyl-phenyl)-phosphino))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cycl-isopropylidene malonate; In tetrahydrofuran; at 7 ℃; for 0.5h; Overall yield = 90 %; Overall yield = 0.027 g; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c2cc36452b

Reference yield:

3-(allyloxycarbonyl)chroman-4-one (153488-86-9) → 2’,3’,6’-trimethoxyisoflavanone (1411858-63-3) + 2’,3’,6’-trimethoxyisoflavanone

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / chloroform / 18 h / 40 °C / Inert atmosphere

2: (S)-2-(2-(bis(4-trifluoromethyl-phenyl)-phosphino))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cycl-isopropylidene malonate / tetrahydrofuran / 0.5 h / 7 °C / Inert atmosphere

With pyridine; (S)-2-(2-(bis(4-trifluoromethyl-phenyl)-phosphino))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cycl-isopropylidene malonate; In tetrahydrofuran; chloroform;

DOI:10.1039/c2cc36452b

Reference yield:

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) → 2’,3’,6’-trimethoxyisoflavanone (1411858-63-3) + 2’,3’,6’-trimethoxyisoflavanone

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: pyridine / chloroform / 18 h / 40 °C / Inert atmosphere

3.1: (S)-2-(2-(bis(4-trifluoromethyl-phenyl)-phosphino))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cycl-isopropylidene malonate / tetrahydrofuran / 0.5 h / 7 °C / Inert atmosphere

With pyridine; (S)-2-(2-(bis(4-trifluoromethyl-phenyl)-phosphino))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cycl-isopropylidene malonate; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; chloroform;

DOI:10.1039/c2cc36452b

upstream raw materials:

2,3-dihydro-4H-1-benzopyran-4-one

3-(allyloxycarbonyl)chroman-4-one

allyl 4-oxo-3-(2,3,6-trimethoxyphenyl)chroman-3-carboxylate

2,3,6-trimethoxyphenylboronic acid