Pentanamide, N-(cyanomethyl)-4-methyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]amino]-, (2S)-

Base Information

Chemical Name:Pentanamide, N-(cyanomethyl)-4-methyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]amino]-, (2S)-
CAS No.:603142-84-3
Molecular Formula:C22H31BF3N3O3
Molecular Weight:453.313
Hs Code.:

Synonyms:

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Chemical Property of Pentanamide, N-(cyanomethyl)-4-methyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]amino]-, (2S)-

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Technology Process of Pentanamide, N-(cyanomethyl)-4-methyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]amino]-, (2S)-

There total 7 articles about Pentanamide, N-(cyanomethyl)-4-methyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]amino]-, (2S)- 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:

: 603140-09-6
N²-[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-N¹-(cyanomethyl)-L-leucinamide

: 73183-34-3
bis(pinacol)diborane

: 603142-84-3
N¹-(cyanomethyl)-N²{(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}-L-leucinamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate;
DOI:10.1016/j.bmcl.2005.12.071

Reference yield:

: 867011-60-7
(2S)-2-[1-(4-bromo-phenyl)-2,2,2-trifluoro-ethylamino]-4-methyl-pentan-1-ol

: 603142-84-3
N¹-(cyanomethyl)-N²{(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}-L-leucinamide

Guidance literature:: Multi-step reaction with 3 steps

1: H₅IO₆; CrO₃; Na₂HPO₄ / acetonitrile / 1 h / 0 °C

2: HATU; Et₃N / dimethylformamide / 2 h / 20 °C

3: PdCl₂(dppf); KOAc

With chromium(VI) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; disodium hydrogenphosphate; potassium acetate; periodic acid; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2005.12.071

Reference yield:

: 919352-63-9
(S)-2-(((S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl)amino)-4-methylpentanoic acid

: 603142-84-3
N¹-(cyanomethyl)-N²{(1S)-2,2,2-trifluoro-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}-L-leucinamide

Guidance literature:: Multi-step reaction with 2 steps

1: HATU; Et₃N / dimethylformamide / 2 h / 20 °C

2: PdCl₂(dppf); KOAc

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triethylamine; 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:10.1016/j.bmcl.2005.12.071