Synthesis of Coenzyme Q10

Autor: Inkyun Yun, Jung Taek Oh, Jae-Hong Min, Eun-taek Oh, Liang Su, Joon Woo Kim, Kyunggu Nam, Hee Jin Kim, Sangho Koo
Rok vydání: 2012
Předmět:
Zdroj: European Journal of Organic Chemistry. 2012:4954-4962
ISSN: 1434-193X
DOI: 10.1002/ejoc.201200627
Popis: A practical synthesis of coenzyme Q10 has been developed. The route features an improved Friedel–Crafts allylation of tetramethoxytoluene with a para-chlorobenzenesulfonyl-substituted C5 allylic chloride at 40 °C. Replacement of the methyl ether protecting groups of the para-hydroquinone by methoxymethyl groups at Q1 stage proceeded efficiently, and allowed the facile final oxidation to coenzyme Q10 to occur under mild acidic conditions. The overall yield of coenzyme Q10 from commercially available tetramethoxytoluene reached 53 % in this improved procedure.
Databáze: OpenAIRE