1-(2,3-Dihydroxy-4,6-diMethoxyphenyl)-1-propanone

Base Information

• Chemical Name: 1-(2,3-Dihydroxy-4,6-diMethoxyphenyl)-1-propanone
• CAS No.: 94190-89-3
• Molecular Formula: C11H14O5
• Molecular Weight: 226.229
• Mol file: 94190-89-3.mol

Synonyms:1-(2,3-Dihydroxy-4,6-dimethoxyphenyl)-1-propanone;

Chemical Property of 1-(2,3-Dihydroxy-4,6-diMethoxyphenyl)-1-propanone

Chemical Property:

• Melting Point: 128°C
• PSA: 75.99000
• LogP: 1.70770
• Solubility.: Dichloromethane, Ethyl Acetate

Purity/Quality:

1-(2,3-Dihydroxy-4,6-dimethoxyphenyl)-1-propanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(2,3-Dihydroxy-4,6-dimethoxyphenyl)-1-propanone is a reactant used in the preparation of Stigmatellin A (S686780).

Technology Process of 1-(2,3-Dihydroxy-4,6-diMethoxyphenyl)-1-propanone

There total 15 articles about 1-(2,3-Dihydroxy-4,6-diMethoxyphenyl)-1-propanone 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: 99.0%

Propionic acid 2-hydroxy-4,6-dimethoxy-3-propionylphenyl ester (94190-88-2) → 1-(2,3-Dihydroxy-4,6-dimethoxyphenyl)propan-1-one (94190-89-3)

Guidance literature:

With hydrogenchloride; In methanol; for 2h; Heating;

Reference yield: 94.0%

propionic acid 2,4-dimethoxy-6-propionyloxy-phenyl ester (293744-02-2) → 1-(2,3-Dihydroxy-4,6-dimethoxyphenyl)propan-1-one (94190-89-3)

Guidance literature:

propionic acid 2,4-dimethoxy-6-propionyloxy-phenyl ester; With aluminium trichloride; In dichloromethane; at 20 ℃; for 3h;

With hydrogenchloride; In methanol; for 0.5h; Heating;

DOI:10.1016/S0040-4039(00)00812-1

Reference yield: 85.0%

1-(2,3,4,6-tetramethoxyphenyl)propan-1-one (89880-48-8) → 1-(2,3-Dihydroxy-4,6-dimethoxyphenyl)propan-1-one (94190-89-3)

Guidance literature:

With boron trichloride; In dichloromethane; at 0 - 20 ℃; for 20h; regioselective reaction;

DOI:10.1016/j.tetlet.2017.08.048

upstream raw materials:

Propionic acid 2-hydroxy-4,6-dimethoxy-3-propionylphenyl ester

propionic acid 2,4-dimethoxy-6-propionyloxy-phenyl ester

3,5-dimethoxyphenol

1,2-dihydroxy-3,5-dimethoxybenzene

Downstream raw materials:

1-[2-hydroxy-4,6-dimethoxy-3-(methoxymethoxy)phenyl]propan-1-one

(2R,3S,4S,5S)-7-[5,7-dimethoxy-8-methoxymethoxy-3-methyl-4-oxo-4H-2-chromenyl]-2,4-dimethoxy-3,5-dimethylheptanol

stigmatellin A

(4S,5S,6S,7R)-8-Benzyloxy-5,7-dimethoxy-4,6-dimethyloctanoic acid 3,5-dimethoxy-2-methoxymethoxy-6-propionylphenyl ester

Refernces

• 1、 Enders, Dieter,Geibel, Gunter,Osborne, Simon. "Diastereo- and enantioselective total synthesis of stigmatellin A". . p. 1302 - 1309. Retrieved 2007/10/03.
• 2、 Hoefle, Gerhard,Kunze, Brigitte,Zorzin, Cordelia,Reichenbach, Hans. "Antibiotics from Gliding Bacteria, XXIII. - Stigmatellin A and B - Two Novel Antibiotics from Stigmatella aurantiaca (Myxobacterales)". . p. 1883 - 1904. Retrieved 2007/10/02.