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

Base Information

Chemical Name:(E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one
CAS No.:1610729-80-0
Molecular Formula:C₂₉H₃₅NO₅
Molecular Weight:477.601
Hs Code.:

Synonyms:(E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

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Chemical Property of (E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

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Technology Process of (E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

There total 21 articles about (E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one 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: 84.0%

: 1610729-79-7
(E)-5-(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

: 1610729-80-0
(E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

Guidance literature:: With trans-bis(triphenylphosphine)palladium dichloride; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; In dichloromethane; at 20 ℃; for 7h;
DOI:10.1021/jo500795z

Reference yield:

: 1610729-78-6
(E)-5-(5-((tert-butyldimethylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

: 1610729-80-0
(E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 40 °C

2: trans-bis(triphenylphosphine)palladium dichloride; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl / dichloromethane / 7 h / 20 °C

With trans-bis(triphenylphosphine)palladium dichloride; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo500795z

Reference yield:

: 1610729-67-3
(E)-5-((tert-butyldimethylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-ol

: 1610729-80-0
(E)-5-(3,7-dimethyl-5-oxoocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran / 0.58 h / -78 °C

1.2: 0.58 h / -78 °C

2.1: tetrahydrofuran / 5.5 h / -78 - -40 °C

3.1: trans-bis(triphenylphosphine)palladium dichloride; cesium fluoride / N,N-dimethyl-formamide / 24 h / 85 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.08 h / 0 °C

5.1: silver carbonate / toluene / 3 h / Reflux

6.1: boric acid; water / 114 h / 20 °C

7.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.83 h / 0 °C

8.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.42 h / 0 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 40 °C

10.1: trans-bis(triphenylphosphine)palladium dichloride; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl / dichloromethane / 7 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; trans-bis(triphenylphosphine)palladium dichloride; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; tetrabutyl ammonium fluoride; water; boric acid; sodium hydride; methanesulfonyl chloride; triethylamine; cesium fluoride; silver carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil; 3.1: |Stille Cross Coupling;
DOI:10.1021/jo500795z