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

Base Information

Chemical Name:(E)-5-(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)-6-methoxy-4-(methoxymethoxy)-2-phenethylisoindolin-1-one
CAS No.:1610729-79-7
Molecular Formula:C₂₉H₃₇NO₅
Molecular Weight:479.616
Hs Code.:

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

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

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

There total 20 articles about (E)-5-(5-hydroxy-3,7-dimethylocta-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: 74.0%

: 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

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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 40 ℃; for 20h;
DOI:10.1021/jo500795z

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 9 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

With lithium aluminium tetrahydride; n-butyllithium; trans-bis(triphenylphosphine)palladium dichloride; 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

Reference yield:

: 1610729-68-4
(E)-6-(5-((tert-butyldimethylsilyl)oxy)-3,7-dimethylocta-2,6-dien-1-yl)-5-methoxy-7-(methoxymethoxy)isobenzofuran-1(3H)-one

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

Guidance literature:: Multi-step reaction with 6 steps

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

2: silver carbonate / toluene / 3 h / Reflux

3: boric acid; water / 114 h / 20 °C

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

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

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

With lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; water; boric acid; sodium hydride; methanesulfonyl chloride; triethylamine; silver carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jo500795z