2,3-Dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone

Base Information

• Chemical Name: 2,3-Dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone
• CAS No.: 1065-31-2
• Molecular Formula: C39H58 O4
• Molecular Weight: 590.887
• Mol file: 1065-31-2.mol

Synonyms:2,3-Dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone

Chemical Property of 2,3-Dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone

Chemical Property:

• Vapor Pressure: 8.1E-19mmHg at 25°C
• Boiling Point: 688.7°Cat760mmHg
• Flash Point: 277.2°C
• PSA: 52.60000
• Density: 0.99g/cm³
• LogP: 10.94790
• Storage Temp.: −20°C
• XLogP3: 12
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 19
• Exact Mass: 590.43351033
• Heavy Atom Count: 43
• Complexity: 1200

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C(=C(C1=O)OC)OC)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
• Uses: CoQ6 has been used: as an internal standard for the liquid-chromatography mass-spectrometry for the quantification of CoQ6to determine its effect on peroxisome proliferator-activated receptor (PPAR)in reversed-phase high pressure liquid chromatography to quantify yeast quinones

Technology Process of 2,3-Dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone

There total 7 articles about 2,3-Dimethoxy-5-methyl-6-(farnesylfarnesyl)-1,4-benzoquinone 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: 60.0%

1-((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaenyl)-2,3,4,5-tetramethoxy-6-methyl-benzene (118579-97-8) → All-Trans Coenzyme Q6 (1065-31-2,7444-53-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In dichloromethane; water; acetonitrile;

DOI:10.1021/ja992164p

Reference yield:

2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8) → All-Trans Coenzyme Q6 (1065-31-2,7444-53-3)

Guidance literature:

Multi-step reaction with 4 steps

2: HCl

3: 88 percent / Ni(PPh₃)4 / tetrahydrofuran / 20 °C

4: 60 percent / Ce(NH₄)2(NO₃)6 / CH₂Cl₂; H₂O; acetonitrile

With hydrogenchloride; ammonium cerium(IV) nitrate; tetrakis(triphenylphosphine)nickel⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; acetonitrile; 1: Methylation / 2: chloromethylation / 3: Alkylation / 4: Oxidation;

DOI:10.1021/ja992164p

Reference yield:

2,3-Dimethoxy-5-methyl-1,4-benzoquinone (605-94-7) → All-Trans Coenzyme Q6 (1065-31-2,7444-53-3)

Guidance literature:

With methanol; Lindlar's catalyst; Hydrogenation_.Erwaermen des Reaktionsprodukts mit (+-)-3,7,11,15,19,23-Hexamethyl-tetracosa-1,6t,10t,14t,18t,22-hexaen-3-ol und ZnCl₂ in Aether und wenig Essigsaeure und Behandeln des Reaktionsprodukts mit Ag₂O in Aether;

DOI:10.1002/hlca.19580410746

upstream raw materials:

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaenyl)-trimethyl-stannane

1-((2E,6E,10E,14E,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaenyl)-2,3,4,5-tetramethoxy-6-methyl-benzene

2,3-dimethoxy-5-methylbenzene-1,4-diol

Downstream raw materials:

ubiquinol-6

Refernces

• 1、 Naruta. "Regio- and stereoselective synthesis of coenzymes Q(n) (n=2-10), vitamin K, and related polyprenylquinones". . p. 4097 - 4104. Retrieved 2007/10/02.