4370-61-0

Usage

InChI:InChI=1/C34H50O4/c1-24(2)14-10-15-25(3)16-11-17-26(4)18-12-19-27(5)20-13-21-28(6)22-23-30-29(7)31(35)33(37-8)34(38-9)32(30)36/h14,16,18,20,22H,10-13,15,17,19,21,23H2,1-9H3/b25-16+,26-18+,27-20+,28-22+

Upstream product

• 97804-57-4 rac-1,4,4a,8aα-tetrahydro-6,7-dimethoxy-4aα-methyl-1α,4α-methanonaphthalin-5,8-dion 
• 130627-56-4 rac-6,7-dichloro-1,4,4a,8,8aα-tetrahydro-4aα-methyl-1α,4α-methanonaphthalin-5,8-dion 
• 127430-84-6 1-(chloromethyl)-2,3,4,5-tetramethoxy-6-methylbenzene 
• 35896-58-3 2,3,4,5-tetramethoxytoluene 
• 3066-90-8 2,3-dimethoxy-5-methylbenzene-1,4-diol 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 
• 75-24-1 trimethylaluminum 
• 202843-56-9 2-chloromethyl-5,6-dimethoxy-3-methyl-[1,4]benzoquinone 
• 97804-61-0 rac-1,4,4a,8a-tetrahydro-6,7-dimethoxy-4aα-methyl-8aα-<(all-E)-3',7',11',15',19'-pentamethylicosa-2',6',10',14',18'-pentaenyl>-1α,4α-methanonaphthalin-5,8-dion 
• 80632-68-4 Trimethyl-((2E,6E,10E,14E)-3,7,11,15,19-pentamethyl-icosa-2,6,10,14,18-pentaenyl)-stannane 

Relevant academic research and scientific papers

An expeditious route to CoQ(n), Vitamins K1 and K2, and related allylated para-quinones utilizing Ni(0) catalysis

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.

A new synthetic route to ubiquinones

Ubiquinones 11 have been prepared employing a new strategy: as key step, the Diels-Alder reaction of 1,1,2-trichloroethene 3 with 2,5-bis[(trimethylsilyl)oxy]-3- methylfuran (2) has been used for the construction of the quinone part. After methanolysis of the [4 + 2] adducts 4a/4b, further reaction with cyclopentadiene and substitution of the Cl-atoms by MeO groups, the intermediate 7 is obtained. Diketone 7 can easily be alkylated with the desired polyprenyl side chain 9 (X = Br) using a strong base to yield, after a retro-Diels-Alder reaction, the corresponding ubiquinones 11 in high yields.