Process for synthesis of coenzyme Q compounds

Process for synthesis of coenzyme Q compounds

A process for synthesizing 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinones having the formula: wherein R is in which n is an integer of 0 to 9, and A and B are hydrogens or taken together form a valence bond, IN WHICH 2-METHYL-4,5,6-TRIMETHOXYPHENOL IS REACTED WITH BORIC ACID OR A REACTIVE DE...

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Hauptverfasser: KIJIMA, SHIZUMASA, MINAMI, NORIO, YAMATSU, ISAO, INAI, YUICHI
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ACYCLIC OR CARBOCYCLIC COMPOUNDS
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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creator KIJIMA
SHIZUMASA
MINAMI
NORIO
YAMATSU
ISAO
INAI
YUICHI
description A process for synthesizing 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinones having the formula: wherein R is in which n is an integer of 0 to 9, and A and B are hydrogens or taken together form a valence bond, IN WHICH 2-METHYL-4,5,6-TRIMETHOXYPHENOL IS REACTED WITH BORIC ACID OR A REACTIVE DERIVATIVE THEREOF TO OBTAIN A 2-METHYL-4,5,6-TRIMETHOXYPHENOL ESTER OF BORIC ACID, REACTING THE RESULTING ESTER WITH AN N-PRENOL OR ISO-PRENOL HAVING THE FORMULA: wherein R is as defined above, OR A REACTIVE DERIVATIVE OF SAID N- OR ISO-PRENOL, IN THE PRESENCE OF A SILICA-ALUMINA COMPOUND, TO OBTAIN A 2-METHYL-3-SUBSTITUTED-4,5,6-TRIMETHOXYPHENOL ESTER OF BORIC ACID, AND HYDROLYZING THE THUS-OBTAINED ESTER AND TREATING THE RESULTING 2-METHYL-3-SUBSTITUTED 4,5,6-TRIMETHOXYPHENOL HAVING THE FORMULA: wherein R is as defined above, with an oxidant.
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title Process for synthesis of coenzyme Q compounds
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