A Convergent Approach to Coenzyme Q

Abstract

Syntheses of coenzyme Q3 - 8 are described, as well as related systems such as plastoquinone-5. Preparation of the higher homologues of the ubiquinones relies on two new conjunctive reagents, or “linchpins”, each of which ultimately corresponds to two or three prenyl units. These allow for attachment of a polyprenyl halide at one end, followed by a Ni(0)-catalyzed cross-coupling at the other terminus with a chloromethylated p-quinone.

Alternative Synthesis of 5-Chloromethyl-2,3-Dimethoxy-6-Methyl-1,4-Benzoquinone: A Key Intermediate for Preparing Coenzyme Q Analogues

“…Then the mixture was stirred at 50 °C for 2 h, Water (20 mL) were added and the mixture was extracted with petroleum ether (4×10 mL), and the combined extracts were washed with brine until neutrality. The solution are dried over NaSO 4 …”

Influence of heterocyclic and oxime-containing farnesol analogs on quorum sensing and pathogenicity in Candida albicans

“…Into a solution of (E)-6,10-dimethylundeca-5,9-dien-1-yne 37 (0.176 g, 1.00 mmol) in 9:1 DMF/MeOH (10 ml) was added TMSN 3 (1.3 ml, 10 mmol) followed by CuI (0.1 g, 0.5 mmol). 21 The mixture was held at 100 °C for 12 h and then allowed to cool to rt.…”

Practical Synthesis of 2,3,4,5‐Tetramethoxytoluene

“…The compound plays a good treatment effect on various heart-related diseases as a drug or dietary supplement sold in many countries, and there is an increasing market demand. [1] In the past thirty years, the synthesis of coenzyme Q 10 has received special attention and remains interesting. Organic chemists have brought forward many total and semisynthetic methods for stereoselective and cost-efficient preparation of coenzyme Q 10 .…”