16063-79-9

Usage

Uses

Used in Pharmaceutical Industry:
4,4,4-TRIFLUORO-DL-VALINE is utilized as a key building block in the synthesis of various pharmaceuticals for its unique chemical properties that can enhance the hydrophobicity and metabolic stability of drug molecules, potentially improving their efficacy and pharmacokinetics.
Used in Agrochemical Industry:
In agrochemicals, 4,4,4-TRIFLUORO-DL-VALINE serves as a crucial component in the development of novel compounds designed to target specific pests or enhance crop protection, leveraging its altered hydrophobic and metabolic characteristics to improve the performance of these products.
Used in Materials Science:
4,4,4-TRIFLUORO-DL-VALINE is employed as a novel chemical compound in materials science, where its distinctive properties can be harnessed to create new materials with improved characteristics, such as enhanced hydrophobic coatings or specialized polymers for various applications.
Used in Research and Development:
4,4,4-TRIFLUORO-DL-VALINE is used as a research tool by scientists and chemists to explore its potential applications in a wide range of fields. Its unique properties allow for the investigation of new chemical reactions, the synthesis of novel compounds, and the study of its interactions with biological systems.

InChI:InChI=1/C5H8F3NO2/c1-2(5(6,7)8)3(9)4(10)11/h2-3H,9H2,1H3,(H,10,11)

Upstream product

• 2024-50-2 2-Azido-4,4,4-trifluoro-3-methyl-butyric acid ethyl ester 
• 96563-55-2 N-acetyl-4,4,4-trifluorovaline 
• 102687-71-8 2-Acetylamino-2-(1-benzenesulfonylmethyl-2,2,2-trifluoro-ethyl)-malonic acid diethyl ester 
• 348-75-4 (-)-3-trifluoromethylbutanoic acid 
• 2024-54-6 ethyl 2-bromo-3-methyl-4,4,4-trifluorobutyrate 
• 93404-33-2 3-trifluoromethyl-2-butenoic acid 

Relevant academic research and scientific papers

New and Effective Routes to Fluoro Analogues of Aliphatic and Aromatic Amino Acids

New and efficient syntheses of 4,4,4-trifluorovaline (1), 5,5,5-trifluoronorvaline (2), 5,5,5-trifluoroleucine (5), 6,6,6-trifluoronorleucine (6), 4,5,6,7-tetrafluorotryptophan (25), and α-(trifluoromethyl)-β-alanine are studied.Trifluorovaline (1) and trifluoronorvaline (2) are synthesized through amidocarbonylation of 2-(trifluoromethyl)propanal (2-TFMPA) and 3-(trifluoromethyl)propanal (3-TFMPA), respectively, followed by hydrolysis.Trifluoroleucine (5) and trifluoronorleucine (6) are synthesized by using modified Erlenmeyer's azlactone method from 2-TFMPA and 3-TFMPA, respectively. (S)- and (R)-trifluoronorvalines and trifluoronorleucines with high enantiomeric purities (95-100percent ee) are obtained through enzymatic optical resolution of N-acetyltrifluoronorvaline (4) and N-acetyltrifluoronorleucine (17) with the use of a porcine kidney acylase I.Optically active trifluoronorleucine is also obtained via the asymmetric hydrogenation of (Z)-N-benzoyldehydrotrifluoroleucine ethyl ester (10a-Z) with a chiral rhodium catalyst, ClO4, followed by hydrolysis.Unexpectedly high diastereoselectivities (80-87percent ee) are observed in the hydrogenation of (Z)-N-benzoyldehydrotrifluoroleucine ethyl ester (11b) and (Z)-N-benzoyl-4-(pentafluorophenyl)dehydronorvaline (14-Z) over palladium/carbon. 4,5,6,7-Tetrafluorotryptophan (25) and 4,5,6,7-tetrahydrotryptamine (30) are synthesized from 3-formyl-4,5,6,7-tetrafluoroindole (22a) in 51percent (four steps) and 83percent (two steps) overall yields, respectively. 4,5,6,7-Tetrafluoroindoleacetic acid (28) is obtained from 1-acetyl-3-(acetoxymethyl)-4,5,6,7-tetrafluoroindole (23a) in four steps in 65percent overall yield.The 3-formyl- and 1-acetyl-3-(acetoxymethyl)tetrafluoroindoles (22a, 23a) are prepared through selenium dioxide oxidation of 1-acyl-3-methyl-4,5,6,7-tetrafluoroindole (21), which is obtained via the cyclization of a Schiff base of 2-(pentafluorophenyl)propanal (2-PFPPA), in good yields.