UBIQUINONE

Base Information

• Chemical Name: UBIQUINONE
• CAS No.: 60684-33-5
• Molecular Formula: C59H90O4
• Molecular Weight: 863.361
• Mol file: 60684-33-5.mol

Synonyms:ubiquinone;ubidecarenone;ubinone;coenzyme Q10 (Q10);6-decaprenyl-2,3-dimethoxy-5-methyl-1,4-benzoquinone;CoQ10;2-((2E,6E,10E,14E,18Z,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone;

Chemical Property of UBIQUINONE

Chemical Property:

• PSA: 52.60000
• LogP: 17.85390

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of UBIQUINONE

There total 22 articles about UBIQUINONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

1-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-2,3,4,5-tetramethoxy-6-methyl-benzene (3066-88-4,94828-17-8) → 2-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone (303-98-0,27696-12-4,40819-90-7,60684-33-5,65085-29-2,110012-76-5,117707-52-5,55127-92-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In dichloromethane; acetonitrile; at 0 ℃; for 0.0833333h;

DOI:10.1055/s-1991-28404

Reference yield:

(1,5-Dimethyl-4-hexenylidene)-triphenylphosphorane (76936-19-1) + 2,3-dimethoxy-5-methyl-6-(33-formyl-3,7,11,15,19,23,27,31,35-octamethylhexatriacont-2E,6E,10E,14E,18E,22E,26E,30E-octaenyl)-1,4-benzoquinone (81914-51-4) → ubidecarenone (303-98-0,55127-92-9) + 34'Z-ubiquinone-10 (303-98-0,27696-12-4,40819-90-7,60684-33-5,65085-29-2,110012-76-5,117707-52-5,55127-92-9)

Guidance literature:

In tetrahydrofuran; at -20 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1007/BF00958351

Reference yield:

1,4-dibenzyloxy-2,3-dimethoxy-5-methyl-6-(3',7',11',15',19',23',27',31',35',39'-decamethyltetraconta-2'E,6'E,10'E,14'E,18'E,22'E,26'E,30'E,34'E/Z,38'-decaenyl)benzene (114832-98-3,114884-49-0) → ubidecarenone (303-98-0,55127-92-9) + 34'Z-ubiquinone-10 (303-98-0,27696-12-4,40819-90-7,60684-33-5,65085-29-2,110012-76-5,117707-52-5,55127-92-9)

Guidance literature:

With air; lithium; ethylamine; Multistep reaction. Title compound not separated from byproducts; 1.) THF, 2.) 25 deg C, 40 min;

DOI:10.1007/BF00958351

upstream raw materials:

1-((2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-Decamethyl-tetraconta-2,6,10,14,18,22,26,30,34,38-decaenyl)-2,3,4,5-tetramethoxy-6-methyl-benzene

(E)-1-(3,7-dimethylocta-2,6-dien-1-yl)-2,3,4,5-tetramethoxy-6-methylbenzene

1-<(2E)-6,7-epoxy-3,7-dimethyloct-2-enyl>-2,3,4,5-tetramethoxy-6-methylbenzene

(E)-2,6-Dimethyl-8-(2,3,4,5-tetramethoxy-6-methyl-phenyl)-octa-1,6-dien-3-ol

Downstream raw materials:

ubiquinol-10

Refernces

• 1、 Moiseenkov, A. M.,Veselovskii, A. B.,Filippova, T. M.,Obol'nikova, E. A.,Zhulin, V. M.,Samokhvalov, G. I.. "CONVERSION OF UBIQUINONE-9 TO UBIQUINONE-10 BY USE OF THE WITTIG REACTION". . p. 1937 - 1943. Retrieved 2007/10/02.