(E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester

Base Information

• Chemical Name: (E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester
• CAS No.: 263157-68-2
• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.493
• Mol file: 263157-68-2.mol

Synonyms:(E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester

Chemical Property of (E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester

There total 6 articles about (E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester 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-((E)-5-Bromo-4-methyl-pent-3-enyl)-3-isopropyl-2-methoxymethoxy-benzene (263157-64-8) + acetoacetic acid methyl ester (105-45-3) → (E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester (263157-68-2)

Guidance literature:

With n-butyllithium; sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ja993598n

Reference yield:

(E)-5-(3-Isopropyl-2-methoxymethoxy-phenyl)-2-methyl-pent-2-en-1-ol (214077-09-5) → (E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester (263157-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / MsCl; LiBr; triethylamine / tetrahydrofuran; CH₂Cl₂ / 4 h / 20 °C

2: 85 percent / sodium hydride; n-BuLi / tetrahydrofuran / 1 h / 20 °C

With n-butyllithium; sodium hydride; methanesulfonyl chloride; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; 1: Bromination / 2: Addition;

DOI:10.1021/ja993598n

Reference yield:

2-(1-methylethyl)phenol (88-69-7) → (E)-9-(3-Isopropyl-2-methoxymethoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid methyl ester (263157-68-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / NaH / tetrahydrofuran / 2.5 h / 6.5 °C

2: 98 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C

3: 98 percent / s-BuLi / tetrahydrofuran / 2 h / 20 °C

4: 25 percent / SeO₂; t-BuOOH / CH₂Cl₂ / 0 °C

5: 96 percent / MsCl; LiBr; triethylamine / tetrahydrofuran; CH₂Cl₂ / 4 h / 20 °C

6: 85 percent / sodium hydride; n-BuLi / tetrahydrofuran / 1 h / 20 °C

With tert.-butylhydroperoxide; n-butyllithium; selenium(IV) oxide; sec.-butyllithium; sodium hydride; methanesulfonyl chloride; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; 1: Methylation / 2: Methylation / 3: Addition / 4: Hydrogenation / 5: Bromination / 6: Addition;

DOI:10.1021/ja993598n

upstream raw materials:

1-((E)-5-Bromo-4-methyl-pent-3-enyl)-3-isopropyl-2-methoxymethoxy-benzene

acetoacetic acid methyl ester

(E)-5-(3-Isopropyl-2-methoxymethoxy-phenyl)-2-methyl-pent-2-en-1-ol

2-(1-methylethyl)phenol