Alternative Synthesis of 1,2,3,4‐Tetramethoxy‐5‐methylbenzene: A Key Intermediate for Preparing Coenzyme Q Homologs and Analogs

doi:10.1080/00397910600640396

Paper

Alternative Synthesis of 1,2,3,4‐Tetramethoxy‐5‐methylbenzene: A Key Intermediate for Preparing Coenzyme Q Homologs and Analogs

Published Aug 1, 2006 · Jian Yang, L. Weng, Hu Zheng

Synthetic Communications

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Abstract

Abstract Preparation of 1,2,3,4‐tetramethoxy‐5‐methylbenzene (1) through a new process from pyrogallol is described. In the preparation, a modified mild brominating agent was employed, and a simple introduction of methyl group into aromatic ring through chloromethylation of the corresponding substrate (4), followed by reductive dehalogenation, was achieved successfully with good yields.

Study Snapshot

This study presents a new method for preparing 1,2,3,4-tetramethoxy-5-methylbenzene, a key intermediate for preparing Coenzyme Q homilogs and analogs, using pyrogallol and a modified mild brominating agent.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Alternative Synthesis of 1,2,3,4‐Tetramethoxy‐5‐methylbenzene: A Key Intermediate for Preparing Coenzyme Q Homologs and Analogs

References

The Friedel-Crafts allylation of a prenyl group stabilized by a sulfone moiety: expeditious syntheses of ubiquinones and menaquinones.

This efficient synthetic method allows for rapid syntheses of coenzyme Q-10 and vitamin K2 from protected p-hydroquinone compounds, potentially benefiting human health.

Quinone-annonaceous acetogenins: synthesis and complex I inhibition studies of a new class of natural product hybrids.

Quinone-annonaceous acetogenins, synthesized using a modular, highly convergent approach, act as strong inhibitors of complex I, with other substructures like polyether and lipophilic left-hand side chains being crucial for their binding.

March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure

Advanced Organic Chemistry provides a comprehensive introduction to chemical bonding, reactions, and structures, with a focus on irradiation processes, acids and bases, and the effects of structure on reactivity.

The copper catalysed reaction of sodium methoxide with aryl bromides. A mechanistic study leading to a facile synthesis of anisole derivatives

Copper-catalyzed reaction of aryl bromides with sodium methoxide leads to facile synthesis of anisole derivatives, with potential for extension to chlorine derivatives.

Synthesis of ubiquinone and menaquinone analogues by oxidative demethylation of alkenylhydroquinone ethers with argentic oxide or ceric ammonium nitrat

Oxidative demethylation of alkenylhydroquinone ethers with argentic oxide or ceric ammonium nitrate in the presence of 2,4,6-pyridinetricarboxylic acid yields 53 to 89% ubiquinone-2, menaquinone-2

Citations

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

This green and efficient method for synthesis of 1-Chloromethyl-2,3,4,5-Tetramethoxy-6-Methylbenzene is a key intermediate for preparing coenzyme Q analogues.

A novel simple and efficient bromination protocol for activated arenes

The novel bromination protocol using alkali metal bromide for activated arenes produces high yields of monobrominated products in an environmentally benign manner.