ChemicalBook CAS DataBase List 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone

1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone synthesis

10synthesis methods

Product Name:1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone
CAS Number:1402838-89-4
Molecular formula:C18H20N2O
Molecular Weight:280.36

2-(1-trityl-1H-imidazol-4-yl)benzaldehyde

1402838-08-7
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58009-66-8 Synthesis

Phosphonic acid, (2-cyclohexyl-2-oxoethyl)-, dimethyl ester

58009-66-8
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1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone

1402838-89-4
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Yield:1402838-89-4 86%

Reaction Conditions:

Stage #1: dimethyl (2-cyclohexyl-2-oxoethyl)phosphonatewith sodium hydride in tetrahydrofuran at 0; for 0.666667 h;Inert atmosphere;Horner-Wadsworth-Emmons Olefination;
Stage #2: 2-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde in tetrahydrofuran at 0 - 20; for 16 h;Inert atmosphere;Horner-Wadsworth-Emmons Olefination;
Stage #3: with acetic acid in methanol at 90; for 2 h;Michael Addition;

References:

Kumar, Sanjeev;Waldo, Jesse P.;Jaipuri, Firoz A.;Marcinowicz, Agnieszka;Van Allen, Clarissa;Adams, James;Kesharwani, Tanay;Zhang, Xiaoxia;Metz, Richard;Oh, Angela J.;Harris, Seth F.;Mautino, Mario R. [Journal of Medicinal Chemistry,2019,vol. 62,# 14,p. 6705 - 6733]

1402838-08-7
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