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    • 4. 发明授权
    • Process for synthesis of coenzyme Q compounds
    • 合成辅酶Q化合物的方法
    • US4062879A
    • 1977-12-13
    • US725447
    • 1976-09-22
    • Shizumasa KijimaIsao YamatsuNorio MinamiYuichi Inai
    • Shizumasa KijimaIsao YamatsuNorio MinamiYuichi Inai
    • C07C45/00C07C46/06C07C50/28C07C67/00C07F5/04C07C49/73
    • C07F5/04C07C46/06C07C50/28
    • 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.
    • 具有下式的合成2,3-二甲氧基-5-甲基-6-取代-1,4-苯醌的方法:其中R是,其中n是0-9的整数,A和 B是氢或一起形成价键,其中2-甲基-4,5,6-三甲氧基苯酚与硼酸或其反应性衍生物反应,得到2-甲基-4,5,6-三甲氧基苯酚酯 硼酸,用具有本公式的N-丙烯酸酯或ISO-PRENOL反应所述酯类:其中R如上所定义,或者是在SILICA存在下的反应性衍生物, 氧化铝化合物,得到2-甲基-3-取代的4,5,6-三甲氧基苯甲酸酯,并将所得的酯水解并处理结晶的2-甲基-3-取代的4,5,6- 具有公式的三甲苯酚:其中R如上所定义,其中R 1与氧化剂一起形成。
    • 5. 发明授权
    • Process for synthesis of coenzyme Q compounds
    • 合成辅酶Q化合物的方法
    • US4061660A
    • 1977-12-06
    • US725510
    • 1976-09-22
    • Shizumasa KijimaIsao YamatsuNorio MinamiYuichi Inai
    • Shizumasa KijimaIsao YamatsuNorio MinamiYuichi Inai
    • C07C45/00C07C46/06C07C50/28C07C67/00C07F5/04C07C49/73
    • C07F5/04C07C46/06C07C50/28
    • A process for the synthesis of 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 A--B is a direct valence bond between the carbon atoms to which they are attached,Characterized by reacting 2-methyl-4,5,6-trimethoxyphenol with an aryl boronic acid, a lower alkyl boronic acid or an acid anhydride 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 OXIDIZING AGENT.
    • 一种用于合成具有下式的2,3-二甲氧基-5-甲基-6-取代-1,4-苯醌的方法,其中R是其中n是0-9的整数,以及 A和B是氢原子,或AB是它们所连接的碳原子之间的直接键合键,其特征在于通过使具有亚芳基酸的2-甲基-4,5,6-三甲氧基苯酚,低级碱金属硼酸或酸 获得硼酸的2-甲基-4,5,6-三甲氧基苯酚的无水物,用具有下式的N-PRENOL或ISO-PRENOL反应结果的酯:其中R如上所定义,OR A 在二氧化硅铝化合物存在下,得到N-或ISO-PRENOL的反应性衍生物,得到2-甲基-3-取代的4,5,6-三甲氧基苯甲酸酯,并将所得的 酯化和处理具有该化合物的结构式2-甲基-3-取代的4,5,6-三甲氧基苯酚:其中R如上定义,其中R是氧化剂。