一种合成辅酶Q10的改进法

An improved synthesis of coenzyme Q10

以辅酶Q0为原料经还原、溴代、氯甲醚保护合成了1,4-二甲氧基甲醚基-2,3-二甲氧基-5-溴甲苯,再在催化量的碘化亚铜催化下高收率地实现了1,4-二甲氧基甲醚基-2,3-二甲氧基-5-溴甲苯的格氏试剂与癸异戊二烯基溴的偶联,然后水解、氧化合成了辅酶Q10,首次实现了母体格氏试剂与侧链偶联合成辅酶Q10.

Starting from Coenzyme Q0, backbone of Q10; 1,4-dimethoxymethylether-2, 3-dimethoxy-5-bromotoluene was synthesized. Coenzyme Q0 was reduced to give hydroquinone which was bromized, then the phenol group of hydroquinone was protected with chloromethyl mehthyl ether. Then Coenzyme Q10 was synthesized in high yield by the coupling reaction between Grignard reagent of 1,4-dimethoxymethylether-2, 3-dimethoxy-5-bromotoluene and decaprenyl bromide catalysted by CuI, followed by deprotection and oxidation of the corresponding toluene derivative. It is the frist time to synthesize Coenzyme Q10 by the coupling reaction between Grignard reagent of backbone of Q10 and decaprenyl bromide.