2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone

Base Information

• Chemical Name: 2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone
• CAS No.: 19158-99-7
• Molecular Formula: C₂₄H₂₂O₅
• Molecular Weight: 390.436
• Mol file: 19158-99-7.mol

Synonyms:2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone

Chemical Property of 2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone

There total 11 articles about 2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone 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: 79.0%

p-benzyloxybenzaldehyde (4397-53-9) + 2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → (E)-3-(4-(benzyloxy)phenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one (19158-99-7)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 30h;

DOI:10.1021/jm070363a

Reference yield: 78.0%

p-benzyloxybenzaldehyde (4397-53-9) + 2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone (19158-99-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.3390/molecules26103033

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone (19158-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / ethanol / 80 °C

2: potassium hydroxide / ethanol; water / 20 °C

With potassium carbonate; potassium hydroxide; In ethanol; water; 2: |Claisen-Schmidt Condensation;

DOI:10.2174/1570180817999200531162015

upstream raw materials:

3,5-dihydroxyphenol

2,4,6-trihydroxyacetophenone

benzyl bromide

p-benzyloxybenzaldehyde

Downstream raw materials:

flavokawain C

5,4'-dihydroxy-7-methoxyflavanone

2-(4-hydroxyphenyl)-5,7-dimethoxychroman-4-one

3-(4-hydroxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

Refernces

• 1、 Liu, Jianwen,Ma, Lei,Shi, Ximeng,Yin, Huanhuan,Zhao, Yuyu,Zhou, Licheng. "Design, synthesis and biological evaluation of dimethyl cardamonin (DMC) derivatives as P-glycoprotein-mediated multidrug resistance reversal agents". . p. 1270 - 1282. Retrieved 2020/10/06.
• 2、 Wei, Mingming,Xie, Maodun,Zhang, Zhen,Wei, Yujiao,Zhang, Juan,Pan, Hongli,Li, Benlong,Wang, Jingjing,Song, Yang,Chong, Chuangke,Zhao, Rui,Wang, Jiefu,Yu, Li,Yang, Guang,Yang, Cheng. "Design and synthesis of novel Flavone-based histone deacetylase inhibitors antagonizing activation of STAT3 in breast cancer". . . Retrieved 2020/08/21.