(2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene

Base Information

• Chemical Name: (2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene
• CAS No.: 502763-37-3
• Molecular Formula: C₂₅H₄₂O₂
• Molecular Weight: 374.607
• Mol file: 502763-37-3.mol

Synonyms:(2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene

Chemical Property of (2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene

There total 14 articles about (2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene 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: 39.0%

(S)-1-[1′-benzenesulfonyl]methyl-2,2-dimehtyl-6-methylenecyclohexane (502763-34-0) + (2E,6E)-2,6-dimethyl-8-(tetrahydro-2H-pyran-2-yloxy)octa-2,6-dienyl-4-methylbenzenesulfonate (502763-31-7) → (2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene (502763-37-3)

Guidance literature:

(S)-1-[1′-benzenesulfonyl]methyl-2,2-dimehtyl-6-methylenecyclohexane; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h;

(2E,6E)-2,6-dimethyl-8-(tetrahydro-2H-pyran-2-yloxy)octa-2,6-dienyl-4-methylbenzenesulfonate; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

With disodium hydrogenphosphate; ethanol; sodium; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1016/S0040-4020(02)01455-2

Reference yield:

(S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfonyl)butyl]cyclohexane + (E)-6-hydroxy-4-methyl-4-hexenal tetrahydropyranyl ether (64218-01-5) → C25H42O2 + (2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene (502763-37-3)

Guidance literature:

(S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfonyl)butyl]cyclohexane; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -30 ℃; for 1h; Inert atmosphere;

(E)-6-hydroxy-4-methyl-4-hexenal tetrahydropyranyl ether; In tetrahydrofuran; toluene; at -90 ℃; for 3h; Reagent/catalyst; Temperature; Overall yield = 46 %; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.molcatb.2015.11.019

Reference yield:

(S)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfonyl)butyl]-6-methylenecyclohexane + (E)-6-hydroxy-4-methyl-4-hexenal tetrahydropyranyl ether (64218-01-5) → C25H42O2 + (2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene (502763-37-3)

Guidance literature:

(S)-2,2-dimethyl-1-[3'-(benzothiazole-2''-sulfonyl)butyl]-6-methylenecyclohexane; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 1h;

(E)-6-hydroxy-4-methyl-4-hexenal tetrahydropyranyl ether; In tetrahydrofuran; at -78 ℃; for 3h; Overall yield = 23 %; stereoselective reaction;

DOI:10.1016/j.molcatb.2015.11.019

upstream raw materials:

(S)-1-[1′-benzenesulfonyl]methyl-2,2-dimehtyl-6-methylenecyclohexane

(2E,6E)-2,6-dimethyl-8-(tetrahydro-2H-pyran-2-yloxy)octa-2,6-dienyl-4-methylbenzenesulfonate

(2E,6E)-2,6-dimethyl-8-((tetrahydro-2H-pyran-2-yl)oxy)octa-2,6-dien-1-ol

(S)-(+)-(2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methanol

Downstream raw materials:

(S)-(+)-(2E,6E)-9-(2,2-dimethyl-6-methylenencyclohexyl)-3,7-dimethyl-2,6-nonadien-1-ol