4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile

Base Information

Chemical Name:4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile
CAS No.:1371609-30-1
Molecular Formula:C₁₄H₁₃F₃N₂O₃
Molecular Weight:314.264
Hs Code.:

Synonyms:4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile

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Chemical Property of 4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile

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Technology Process of 4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile

There total 5 articles about 4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile 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: 84.0%

: 1371609-29-8
(4R,5S)-methyl 3-(4-cyano-2-methyl-3-(trifluoromethyl)phenyl)-5-methyl-2-oxooxazolidine-4-carboxylate

: 1371609-30-1
4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile

Guidance literature:: With sodium tetrahydroborate; ethanol; at 0 - 20 ℃; for 4h; Inert atmosphere;

Reference yield:

: 194853-86-6
4-fluoro-2-(trifluoromethyl)benzonitrile

: 1371609-30-1
4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran / 5 h / -78 °C / Inert atmosphere

1.2: 16 h / -78 - 20 °C

2.1: potassium carbonate / dimethyl sulfoxide / 16 h / 0 - 80 °C / Inert atmosphere

2.2: pH ~ 3

3.1: potassium hydroxide / diethyl ether

3.2: 0.5 h / 0 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / -78 - 20 °C / Inert atmosphere

5.1: ethanol; sodium tetrahydroborate / 4 h / 0 - 20 °C / Inert atmosphere

With 2,2,6,6-tetramethyl-piperidine; sodium tetrahydroborate; n-butyllithium; ethanol; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;

Reference yield:

: 1182368-12-2
(2R,3S)-2-((4-cyano-2-methyl-3-(trifluoromethyl)phenyl)amino)-3-hydroxybutanoic acid

: 1371609-30-1
4-((4S,5S)-4-(hydroxymethyl)-5-methyl-2-oxooxazolidin-3-yl)-3-methyl-2-(trifluoromethyl)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide / diethyl ether

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / -78 - 20 °C / Inert atmosphere

3.1: ethanol; sodium tetrahydroborate / 4 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; ethanol; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In diethyl ether; dichloromethane;