(E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide

Base Information

• Chemical Name: (E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide
• CAS No.: 1381789-16-7
• Molecular Formula: C₂₉H₃₉NO₅
• Molecular Weight: 481.632
• Mol file: 1381789-16-7.mol

Synonyms:(E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide

Chemical Property of (E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide

There total 2 articles about (E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide 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: 87.0%

(E)-5-(3,7-dimethylocta-2,6-dienyl)-6-methoxy-4-(methoxymethoxy)isobenzofuran-1(3H)-one (1381789-15-6) + phenethylamine (64-04-0) → (E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide (1381789-16-7)

Guidance literature:

phenethylamine; With trimethylaluminum; In hexane; 1,2-dichloro-ethane; at 20 ℃; for 0.5h;

(E)-5-(3,7-dimethylocta-2,6-dienyl)-6-methoxy-4-(methoxymethoxy)isobenzofuran-1(3H)-one; In hexane; 1,2-dichloro-ethane; at 40 ℃; for 7.5h;

DOI:10.1021/jo300719m

Reference yield:

(E)-6-(3,7-dimethylocta-2,6-dienyl)-5-methoxy-7-(methoxymethoxy)isobenzofuran-1(3H)-one (1345545-23-4) → (E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide (1381789-16-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

2.1: silver carbonate / toluene / 1 h / Reflux

3.1: trimethylaluminum / hexane; 1,2-dichloro-ethane / 0.5 h / 20 °C

3.2: 7.5 h / 40 °C

With lithium aluminium tetrahydride; trimethylaluminum; silver carbonate; In tetrahydrofuran; hexane; 1,2-dichloro-ethane; toluene;

DOI:10.1021/jo300719m

Reference yield: 60.0%

(E)-4-(3,7-dimethylocta-2,6-dienyl)-2-(hydroxymethyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide (1381789-16-7) → (E)-2-(chloromethyl)-4-(3,7-dimethylocta-2,6-dienyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide (1381789-17-8)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo300719m

upstream raw materials:

(E)-6-(3,7-dimethylocta-2,6-dienyl)-5-methoxy-7-(methoxymethoxy)isobenzofuran-1(3H)-one

(E)-5-(3,7-dimethylocta-2,6-dienyl)-6-methoxy-4-(methoxymethoxy)isobenzofuran-1(3H)-one

phenethylamine

Downstream raw materials:

(E)-2-(chloromethyl)-4-(3,7-dimethylocta-2,6-dienyl)-5-methoxy-3-(methoxymethoxy)-N-phenethylbenzamide

(E)-5-(3,7-dimethylocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

(E)-5-(3,7-dimethylocta-2,6-dienyl)-6-methoxy-4-(methoxy-methoxy)-2-phenethylisoindolin-1-one