Process for synthesis of coenzyme Q compounds
AssigneeEisai Co., Ltd.
InventorsShizumasa Kijima, Isao Yamatsu, Norio Minami, Yuichi Inai
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AssigneeEisai Co., Ltd.
InventorsShizumasa Kijima, Isao Yamatsu, Norio Minami, Yuichi Inai
Estimating the term…
A process for synthesizing 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinones having the formula: ##STR1## wherein R is ##STR2## 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: ##STR3## 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: ##STR4## wherein R is as defined above, with an oxidant.
A process for synthesizing 2,3-dimethoxy-5-methyl-6-substituted-1,4-benzoquinone having the formula ##STR10## wherein R is ##STR11## in which n is an integer from zero to 9, and A and B are hydrogens or A-B is a direct valence bond between the carbon atoms to which they are attached,
A process for synthesizing borates of ##STR15## wherein R is ##STR16## in which n is an integer from zero to 9, and A and B are hydrogens or A-B is a direct valence bond between the carbon atoms to which they are attached.
Dependencies are inferred from the claim text.