1-Propanone, 1-(2,4-dihydroxyphenyl)-3-[4-[5-[3-(2,4-dihydroxyphenyl)-3-oxopropyl]-2- hydroxyphenoxy]-3-methoxyphenyl]-

Base Information

• Chemical Name: 1-Propanone, 1-(2,4-dihydroxyphenyl)-3-[4-[5-[3-(2,4-dihydroxyphenyl)-3-oxopropyl]-2- hydroxyphenoxy]-3-methoxyphenyl]-
• CAS No.: 351340-16-4
• Molecular Formula: C31H28O9
• Molecular Weight: 544.558
• Mol file: 351340-16-4.mol

Synonyms:

Chemical Property of 1-Propanone, 1-(2,4-dihydroxyphenyl)-3-[4-[5-[3-(2,4-dihydroxyphenyl)-3-oxopropyl]-2- hydroxyphenoxy]-3-methoxyphenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Propanone, 1-(2,4-dihydroxyphenyl)-3-[4-[5-[3-(2,4-dihydroxyphenyl)-3-oxopropyl]-2- hydroxyphenoxy]-3-methoxyphenyl]-

There total 22 articles about 1-Propanone, 1-(2,4-dihydroxyphenyl)-3-[4-[5-[3-(2,4-dihydroxyphenyl)-3-oxopropyl]-2- hydroxyphenoxy]-3-methoxyphenyl]- 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: 100.0%

1-(2,4-bis-methoxymethoxy-phenyl)-3-(3-{4-[3-(2,4-bis-methoxymethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-4-methoxymethoxy-phenyl)-propan-1-one (704912-96-9) → 4,2',4',2''',4'''-Pentahydroxy-3''-methoxy-3-O-4''-tetrahydrobichalcone (351340-16-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol;

DOI:10.1016/j.tetlet.2004.02.154

Reference yield: 88.0%

3-(4-{2-benzyloxy-5-[3-(2,4-bis-benzyloxyphenyl)-3-oxopropyl]phenoxy}-3-methoxyphenyl)-1-(2,4-bis-benzyloxyphenyl)propan-1-one (478706-21-7) → 4,2',4',2''',4'''-Pentahydroxy-3''-methoxy-3-O-4''-tetrahydrobichalcone (351340-16-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 20 ℃; for 2h; under 760 Torr;

DOI:10.1016/S0040-4020(02)00915-8

Reference yield:

3-(4'-hydroxyphenyl)-1-propyl acetate (80373-18-8) → 4,2',4',2''',4'''-Pentahydroxy-3''-methoxy-3-O-4''-tetrahydrobichalcone (351340-16-4)

Guidance literature:

Multi-step reaction with 13 steps

1.1: SO₂Cl₂ / CHCl₃

1.2: HBr₃*pyriidne

2.1: 3 percent / methanol; pyridine / Electrochemical reaction

3.1: 79 percent / Zn*AcOH / tetrahydrofuran

4.1: 100 percent / Huenig base / CH₂Cl₂

5.1: 100 percent / K₂CO₃ / methanol

6.1: 100 percent / imidazole

7.1: B(OMe)3; n-BuLi

7.2: 82 percent / aq. NaOH; H₂O₂

8.1: 100 percent / K₂CO₃ / dimethylformamide

9.1: 84 percent / HCO₂NH₄ / Pd/C / ethanol / 60 °C

10.1: 100 percent / TBAF / tetrahydrofuran

11.1: PDC / dimethylformamide

11.2: WSCl; HOBt; Et₃N / CH₂Cl₂

12.1: 64 percent / n-BuLi / tetrahydrofuran

13.1: 100 percent / TsOH / methanol

With 1H-imidazole; dipyridinium dichromate; n-butyllithium; sulfuryl dichloride; Trimethyl borate; tetrabutyl ammonium fluoride; ammonium formate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.02.154

upstream raw materials:

3-(4-{2-benzyloxy-5-[3-(2,4-bis-benzyloxyphenyl)-3-oxopropyl]phenoxy}-3-methoxyphenyl)-1-(2,4-bis-benzyloxyphenyl)propan-1-one

1-(2,4-bis-methoxymethoxy-phenyl)-3-(3-{4-[3-(2,4-bis-methoxymethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-4-methoxymethoxy-phenyl)-propan-1-one

3-(4'-hydroxyphenyl)-1-propyl acetate

3-(5-bromo-3-chloro-4-hydroxyphenyl)propyl acetate