64634-91-9

Basic information

• Product Name: 1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene
• Synonyms: 1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene
• CAS NO: 64634-91-9
• Molecular Weight: 953.483
• Mol File: 64634-91-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene(64634-91-9)
• EPA Substance Registry System: 1-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene(64634-91-9)

Safety Data

• Hazardous Substances Data: 64634-91-9(Hazardous Substances Data)

Upstream product

• 13190-97-1 solanesol 
• 109952-74-1 Methanesulfonic acid (E)-4-(3,4-dimethoxy-2,5-bis-methoxymethoxy-6-methyl-phenyl)-2-methyl-but-2-enyl ester 
• 82343-04-2 (2E)-4-(3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylphenyl)-2-methylbut-2-en-1-ol 
• 70854-64-7 solanesyl p-tolyl sulphone 
• 35896-58-3 2,3,4,5-tetramethoxytoluene 
• 66958-35-8 1-((2E,6E,10E,14E,18E,22E,26E)-28-Chloro-3,7,11,15,19,23,27-heptamethyl-octacosa-2,6,10,14,18,22,26-heptaenyl)-3,4-dimethoxy-2,5-bis-methoxymethoxy-6-methyl-benzene 
• 68690-45-9 (2E,6E)-3,7,11-trimethyl-1-(p-tolylsulfonyl)dodeca-2,6,10-triene 
• 59277-17-7 1-(benzenesulfonyl)-2-methyl-4-chloro-2-butene 
• 78-79-5 isoprene 

Downstream Products

• 303-98-0 ubidecarenone 
• 110012-76-5 co-enzyme Q₁₀ 

Relevant articles and documents

Synthesis of coenzyme Q10

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 Q 10 from commercially available tetramethoxytoluene reached 53 % in this improved procedure. An improved synthesis gave CoQ10 in 53 % overall yield from tetramethoxytoluene through Friedel-Crafts allylation with a para-chlorobenzenesulfonyl-substituted C5 allylic chloride and a modified oxidation procedure. Copyright

Synthetic studies on coenzyme Q10: Part 1 - An efficient and highly stereocontrolled synthesis of coenzyme Q10 via a C 5+C45 strategy

A practical, highly stereoselective ten-step synthesis of coenzyme Q 10 (1) has been accomplished (overall yield ca. 28%), starting from commercially available 2,3-dimethoxy-5-methylbenzoquinone (Scheme). The introduction of the first side-chain isoprenyl group with (E)-configuration (compound 6) was realized by means of a coupling reaction of the aromatic system 3 with oxirane, followed by Swern oxidation and Wittig olefination. The tosyl (Ts) group in the sulfone 9 was selectively removed with sodium naphthalenide in THF to afford 1.

An Efficient Stereoselective Synthesis of Co-enzyme Q10

Co-enzyme Q10 was efficiently synthesised by stereo- and regio-selective prenylation of the protected hydroquinone (2) with isoprene epoxide and solanesyl p-tolyl sulphone in a good overall yield.