An Alternative Route for the Synthesis of 2,3,4,5-tetramethoxytoluene

Abstract

The transformation of the commercially available 2,3.4-trimethoxybenzaldehyde to 2,3,4,5-tetramethoxytoluene using a Dakin reaction to insert the extra oxygen, formylation, reduction and methylation of the phenolic hydroxyl group is described.

Enhancement of 4-Acetylantroquinonol B Production by Supplementation of Its Precursor during Submerged Fermentation of Antrodia cinnamomea

“…It can be converted to 2,3,4,5-tetramethoxytoluene via Dakin reaction, formylation, reduction, and methylation of the phenolic hydroxyl group. Then, 2,3,4,5-tetramethoxytoluene can be further converted to ubiquinone …”

“…Then, 2,3,4,5-tetramethoxytoluene can be further converted to ubiquinone. 20 It is known that nerolidol is a synthetic member of the coenzyme Q group. 21 Kijima et al developed a process for synthesis of ubiquinone by reacting 2-methyl-4,5,6-trimethoxyphenol with an aryl boronic acid to obtain a 2-methyl-4,5,6-trimethoxyphenol ester and then reacting with an isoprenol, such as nerolidol, to obtain 2-methyl-3-substituted-4,5,6-trimethoxyphenol.…”

A Green and Efficient Synthesis of 1-Chloromethyl -2,3,4,5-Tetramethoxy-6-Methylbenzene

“…However, none of them is attractive enough for the large-scale synthesis of 4 due to the drawbacks such as the use of some expensive, toxic mat erials(MeI,Me 2 SO 4 ,CuI,CuCN), and complicated multistep procedures. [9][10][11][12][13][14][15] Therefore, a convenient and practical method for the synthesis of 4 is still in demand. We have developed a simple and efficient route for the synthesis of 2,3,4,5tetramethoxytoluene 4.…”