202843-56-9Relevant academic research and scientific papers
Practical synthesis of 2-(4-benzyl-piperazin-1-ylmethyl)-5, 6-dimethoxy-3-methyl-[1, 4]benzoquinone hydrochloride
Hu, Xiao,Qiu, Qiong,Wang, Wen-Ling,Wang, Jin
, p. 57 - 61 (2017/01/14)
The title compound was readily prepared from 2, 3, 4, 5-tetramethoxytoluene via the Blanc reaction, oxidation, and alkylation. The described method provides a good yield of the heterocyclic substitute at the C-5 position of the Coenzyme Q homologue and is suitable for the synthesis of other homologues.
Synthesis and antioxidant activities of Coenzyme Q analogues
Wang, Jin,Li, Shuo,Yang, Tao,Yang, Jian
, p. 710 - 713 (2015/02/19)
A series of 2,3-dimethoxy-5-methyl-1,4-benzoquinones (Coenzyme Q) substituted at the C-6 position with various groups were designed and synthesized based on the Coenzyme Q10 as potent antioxidant. In vitro antioxidant activities of these compounds were evaluated and compared with commercial antioxidant Coenzyme Q10 employing DPPH assay. All these synthesized Coenzyme Q analogues are found to exhibit good antioxidant activities. Of which Compound 8b bearing a N-benzoylpiperazine group at the C-6 position showed more potent inhibition of DPPH radical than Coenzyme Q10. All these results suggested the applicability of the Coenzyme Q analogues as potent antioxidants for combating oxidative stress.
Single-step synthesis of idebenone from Coenzyme Q0 via free-radical alkylation under silver catalysis
Wang, Jin,Li, Shuo,Yang, Tao,Yang, Jian
, p. 9029 - 9032 (2015/03/05)
Idebenone was synthesized directly by free-radical alkylation of 2,3-dimethyl-1,4-benzoquinone (Coenzyme Q0) with commercially available 11-hydroxyundecanoic acid in the presence of potassium peroxodisulfate and silver nitrate in a mixed solvent (CH3CN-H2O, 1:1) under mild condition in good yields (65%, based on Coenzyme Q0). The reaction is operationally simple and could be used in the preparation of other biologically Coenzyme Q analogues.
Alternative synthesis of 2-(4-benzoyl-piperazin-1-ylmethyl)-5, 6-dimethoxy-3-methyl-[1, 4]benzoquinone
Wang, Jin,Yang, Jian,Zhou, Rong-Guang,Yang, Bo,Wu, Yuan-Shuang
experimental part, p. 431 - 432 (2011/10/08)
The title compound was prepared by a reaction sequence starting from 2, 3, 4, 5-tetramethoxytoluene via Blanc chloromethylation reaction, oxidation and alkylation. The described method provides a good yield of the heterocyclic- Coenzyme Q analogue and is
Alternative synthesis of 5-chloromethyl-2,3-dimethoxy-6-methyl-1, 4-benzoquinone: A key intermediate for preparing coenzyme Q analogues
Wang, Jin,Yang, Jian,Yang, Bo,Sun, Jia-Qiang,Yang, Tao
, p. 724 - 725 (2011/04/24)
The title compound, a key intermediate for preparing Coenzyme Qn family, was prepared in high yield by a reaction sequence starting from the commercially available 3, 4, 5-trimethoxy-benzadehyde via Wolff-Kishner reduction, Vilsmeier-Haack reaction, Blanc chloromethylation reaction, Dakin reaction and oxidation.
A PRACTICAL, COST-EFFECTIVE SYNTHESIS OF CHLOROMETHYLATED 1,4-BENZOQUINONES
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Page/Page column 9-10, (2008/06/13)
The present invention relates to a practical and cost-effective method for the synthesis of 5-chloromethylated 2,3-dialkoxy-6-alkyl-1,4-benzoquinones by direct chloromethylation of the corresponding 2,3-dialkoxy-6-alkyl-1,4-benzoquinones. The invention further relates to a method for the preparation of 5-chloromethylated 2,3-dialkoxy-6-alkyl-1,4-benzoquinones starting from a 3,4,5-trialkoxy-1-alkyl-benzene. The invention also relates to a method for the production of Coenzymes Qn, especially coenzyme Q10.
An improved synthesis of the "miracle nutrient" coenzyme Q 10
Lipshutz, Bruce H.,Lower, Asher,Berl, Volker,Schein, Karin,Wetterich, Frank
, p. 4095 - 4097 (2007/10/03)
(Chemical Equation Presented) A new route to the key coupling partner, chloromethylated CoQ0 (1), allows for direct formation of CoQ 10 (3) via nickel-catalyzed cross-coupling with the side chain in the form of an in situ-derived vin
An expeditious route to CoQ(n), Vitamins K1 and K2, and related allylated para-quinones utilizing Ni(0) catalysis
Lipshutz, Bruce H.,Kim, Sung-Kyu,Mollard, Paul,Stevens, Kirk L.
, p. 1241 - 1253 (2007/10/03)
Coupling reactions between vynylalanes and chloromethylated para-quinones, mediated by catalytic amounts of Ni(0), lead directly to allylated products, including coenzyme Q, and vitamins K1 and K2.
