N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide

Base Information

Chemical Name:N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide
CAS No.:1395316-41-2
Molecular Formula:C₂₂H₂₂BrNO₆
Molecular Weight:476.324
Hs Code.:

Synonyms:N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide

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Chemical Property of N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide

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Technology Process of N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide

There total 3 articles about N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide 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: 63.0%

: 914362-04-2
3,4-dibromo-5-[(2-methoxyethoxy)methoxy]-5H-furan-2-one

: 1048647-68-2
N-benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide

: 1395316-41-2
N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; cesium fluoride; In tetrahydrofuran; water; at 120 ℃; under 12929 Torr; Inert atmosphere; Microwave irradiation; Autoclave;
DOI:10.1016/j.bmc.2012.06.032

Reference yield:

: 269409-73-6
3-carboxyphenylboronic acid pinacol ester

: 1395316-41-2
N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; cesium fluoride / tetrahydrofuran; water / 120 °C / 12929 Torr / Inert atmosphere; Microwave irradiation; Autoclave

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; benzotriazol-1-ol; triethylamine; cesium fluoride; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1016/j.bmc.2012.06.032

Reference yield:

: 25487-66-5
3-Carboxyphenylboronic acid

: 1395316-41-2
N-benzyl-3-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: ethyl acetate / 4 h / Inert atmosphere

2: benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; cesium fluoride / tetrahydrofuran; water / 120 °C / 12929 Torr / Inert atmosphere; Microwave irradiation; Autoclave

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; benzotriazol-1-ol; triethylamine; cesium fluoride; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; 3: Suzuki coupling;
DOI:10.1016/j.bmc.2012.06.032