(E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one

Base Information

Chemical Name:(E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one
CAS No.:365410-35-1
Molecular Formula:C₂₇H₄₂N₄O₃Si₂
Molecular Weight:526.826
Hs Code.:

Synonyms:(E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one

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Chemical Property of (E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one

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Technology Process of (E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one

There total 4 articles about (E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-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: 67.0%

: 588-72-7,1340-14-3
[(E)-2-bromoethenyl]benzene

: 365410-31-7
1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-2H-purin-2-one

: 365410-35-1
(E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one

Guidance literature:: [(E)-2-bromoethenyl]benzene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - -35 ℃; for 2.5h;

With magnesium bromide; In diethyl ether; pentane; at -35 - 20 ℃; for 1h;

1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-2H-purin-2-one; In tetrahydrofuran; diethyl ether; pentane; at 20 ℃; for 20h; Further stages.;
DOI:10.1039/b101327k

Reference yield:

: 119451-80-8
(chloromethoxy)(1,1-dimethylethyl)dimethylsilane

: 365410-35-1
(E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 38 percent / (i-Pr)2NEt / CH₂Cl₂ / 22 h / 0 - 20 °C

2.1: t-BuLi / diethyl ether; pentane / 2.5 h / -78 - -35 °C

2.2: MgBr₂ / diethyl ether; pentane / 1 h / -35 - 20 °C

2.3: 67 percent / diethyl ether; pentane; tetrahydrofuran / 20 h / 20 °C

With tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; pentane;
DOI:10.1039/b101327k

Reference yield:

: 1,9-Dihydro-2H-purin-2-one

: 365410-35-1
(E)-1,9-Dihydro-1,9-bis[(tert-butyldimethylsilyloxy)methyl]-6-[2-(phenyl)ethenyl]-2H-purin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 38 percent / (i-Pr)2NEt / CH₂Cl₂ / 22 h / 0 - 20 °C

2.1: t-BuLi / diethyl ether; pentane / 2.5 h / -78 - -35 °C

2.2: MgBr₂ / diethyl ether; pentane / 1 h / -35 - 20 °C

2.3: 67 percent / diethyl ether; pentane; tetrahydrofuran / 20 h / 20 °C

With tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; pentane;
DOI:10.1039/b101327k