1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene

Base Information

• Chemical Name: 1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene
• CAS No.: 1415456-08-4
• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.301
• Mol file: 1415456-08-4.mol

Synonyms:1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene

Chemical Property of 1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene

There total 1 articles about 1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene 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: 85.0%

1,5-dimethoxy-1,4-cyclohexadiene (37567-78-5) + 3,3-dimethyl-allyl chloride (503-60-6) → 1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene (1415456-08-4)

Guidance literature:

1,5-dimethoxy-1,4-cyclohexadiene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1.5h; Inert atmosphere;

With barium(II) iodide; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

3,3-dimethyl-allyl chloride; In tetrahydrofuran; pentane;

DOI:10.1021/ja312150d

Reference yield: 86.0%

(R)-3-(bromomethyl)-2,2-dimethyloxirane (1120-79-2) + 1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene (1415456-08-4) → (S)-3-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2,2-dimethyloxirane

Guidance literature:

1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene; With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 - -30 ℃; for 1.25h; Inert atmosphere;

(R)-3-(bromomethyl)-2,2-dimethyloxirane; In tetrahydrofuran; cyclohexane; at -78 - -20 ℃; for 2.25h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01121

Reference yield: 85.0%

1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene (1415456-08-4) + ((5-((2S,3R)-3-(bromomethyl)-2-methyloxiran-2-yl)-2-methylpentan-2-yl)oxy)triethylsilane (1415456-30-2) → ((5-((2S,3S)-3-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2-methyloxiran-2-yl)-2-methylpentan-2-yl)oxy)triethylsilane (1415456-31-3)

Guidance literature:

1,5-dimethoxy-6-(3-methylbut-2-en-1-yl)cyclohexa-1,4-diene; With sec.-butyllithium; In cyclohexane; at -78 - -30 ℃; for 1.75h; Inert atmosphere;

((5-((2S,3R)-3-(bromomethyl)-2-methyloxiran-2-yl)-2-methylpentan-2-yl)oxy)triethylsilane; In tetrahydrofuran; cyclohexane; at -78 - -40 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja312150d

upstream raw materials:

1,5-dimethoxy-1,4-cyclohexadiene

3,3-dimethyl-allyl chloride

Downstream raw materials:

O-((1S,2S₃S,5R)-6-methoxy-2-methyl-2-(4-methyl-4-((triethylsilyl)oxy)pentyl)-5-(3-methylbut-2-en-1-yl)-8,9-dioxobicyclo[3.3.1]non-6-en-3-yl) O-phenyl carbonothioate

O-((1S,2S,3S,5R)-6-methoxy-2-methyl-2-(4-methyl-4-((triethylsilyl)oxy)pentyl)-5-(3-methylbut-2-en-1-yl)-8,9-dioxobicyclo[3.3.1]non-6-en-3-yl) O-(perfluorophenyl)carbonothioate

(2S,3S)-3-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2-methyl-2-(4-methylpent-3-en-1-yl)oxirane

(2S,3S)-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2-(4-methoxy-4-methylpentyl)-2-methyloxirane