N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide

Base Information

Chemical Name:N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide
CAS No.:871828-15-8
Molecular Formula:C₂₂H₃₀BN₃O₄
Molecular Weight:411.309
Hs Code.:

Synonyms:N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide

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Chemical Property of N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide

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Technology Process of N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide

There total 4 articles about N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-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:

: 871828-07-8
4-bromo-N-[1-(cyanomethyl-carbamoyl)-cyclohexyl]-benzamide

: 73183-34-3
bis(pinacol)diborane

: 871828-15-8
N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In N,N-dimethyl-formamide; at 80 ℃; for 6h;
DOI:10.1021/jm058198r

Reference yield:

: 225122-33-8
N-(tert-butyloxycarbonyl)homocycloleucyl-glycine-nitrile

: 871828-15-8
N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 5.5 g / tetrahydrofuran / 12 h

2: HATU; diisopropylethylamine / dimethylformamide / 2 h / 0 - 20 °C

3: potassium acetate; PdCl₂(dppf)*CH₂Cl₂ / dimethylformamide / 6 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm058198r

Reference yield:

: 1-amino-N-(cyanomethyl)cyclohexanecarboxamide methanesulfonate

: 871828-15-8
N-[1-(cyanomethylcarbamoyl)cyclohexyl]-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: HATU; diisopropylethylamine / dimethylformamide / 2 h / 0 - 20 °C

2: potassium acetate; PdCl₂(dppf)*CH₂Cl₂ / dimethylformamide / 6 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;
DOI:10.1021/jm058198r