3,4-dimethoxy-6-methylphenoxyltetrahydropyran

Base Information

• Chemical Name: 3,4-dimethoxy-6-methylphenoxyltetrahydropyran
• CAS No.: 192124-38-2
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 192124-38-2.mol

Synonyms:3,4-dimethoxy-6-methylphenoxyltetrahydropyran

Chemical Property of 3,4-dimethoxy-6-methylphenoxyltetrahydropyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-dimethoxy-6-methylphenoxyltetrahydropyran

There total 2 articles about 3,4-dimethoxy-6-methylphenoxyltetrahydropyran 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: 92.0%

3,4-dihydro-2H-pyran (110-87-2) + 2-hydroxy-4,5-dimethoxytoluene (72312-07-3) → 3,4-dimethoxy-6-methylphenoxyltetrahydropyran (192124-38-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1016/S0040-4020(97)00581-4

Reference yield: 80.0%

2-hydroxy-4,5-dimethoxytoluene (72312-07-3) + 1,2-dihydropyrane (289-66-7) → 3,4-dimethoxy-6-methylphenoxyltetrahydropyran (192124-38-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00989

Reference yield: 76.0%

6-Bromo-1-hexene (2695-47-8) + 3,4-dimethoxy-6-methylphenoxyltetrahydropyran (192124-38-2) → C20H30O4

Guidance literature:

3,4-dimethoxy-6-methylphenoxyltetrahydropyran; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h; Inert atmosphere;

6-Bromo-1-hexene; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00989

upstream raw materials:

3,4-dihydro-2H-pyran

2-hydroxy-4,5-dimethoxytoluene

1,2-dihydropyrane

Downstream raw materials:

3,4-dimethoxy-6-methyl-2-(4-methylpent-4-enyl)phenoxyltetrahydropyran

3,4-dimethoxy-6-methyl-2-(pent-4-enyl)phenoxytetrahydropyran

3,4-Dimethoxy-6-methyl-2-pent-4-enyl-phenol

3,4-Dimethoxy-6-methyl-2-(4-methyl-pent-4-enyl)-phenol

Refernces

• 1、 Grieco, Paul A.,Walker, John K.. "Intramolecular cationic [5 + 2] cycloaddition reactions promoted by trimethylsilyl triflate in 3.0 M lithium perchlorate-ethyl acetate: Application to a formal total synthesis of (±)-isocomene". . p. 8975 - 8996. Retrieved 2007/10/03.