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

Base Information

Chemical Name:(2R,3S)-2-((4-cyano-2-methyl-3-(trifluoromethyl)phenyl)amino)-3-hydroxybutanoic acid
CAS No.:1182368-12-2
Molecular Formula:C₁₃H₁₃F₃N₂O₃
Molecular Weight:302.253
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-2-((4-cyano-2-methyl-3-(trifluoromethyl)phenyl)amino)-3-hydroxybutanoic acid

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Technology Process of (2R,3S)-2-((4-cyano-2-methyl-3-(trifluoromethyl)phenyl)amino)-3-hydroxybutanoic acid

There total 2 articles about (2R,3S)-2-((4-cyano-2-methyl-3-(trifluoromethyl)phenyl)amino)-3-hydroxybutanoic acid 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: 57.0%

: 632-20-2,134357-96-3,7013-32-3,82822-12-6
D-Threonine

: 1182367-75-4
4-fluoro-3-methyl-2-(trifluoromethyl)benzonitrile

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

Guidance literature:: D-Threonine; 4-fluoro-3-methyl-2-(trifluoromethyl)benzonitrile; With potassium carbonate; In dimethyl sulfoxide; at 0 - 80 ℃; for 16h; Inert atmosphere;

With citric acid; In water; pH=~ 3;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; potassium carbonate; In tetrahydrofuran; dimethyl sulfoxide;

Reference yield:

: 43038-36-4
4-cyanobenzohydrazide

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

: 1182368-13-3
4-cyano-N'-((2R,3S)-2-(4-cyano-2-methyl-3-(trifluoromethyl)phenylamino)-3-hydroxybutanoyl)benzohydrazide

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; at -20 - 20 ℃; Inert atmosphere;