32996-33-1

Usage

Uses

Used in Chemical Synthesis:
(4,5,6,7-TETRAFLUORO-1H-INDOL-3-YL)ACETIC ACID is used as a building block for the synthesis of other chemical compounds. Its tetrafluoro-substituted indole ring and acetic acid group provide a versatile platform for the creation of a wide range of molecules with potential applications in various fields.
Used in Pharmaceutical Research:
(4,5,6,7-TETRAFLUORO-1H-INDOL-3-YL)ACETIC ACID is used as a potential drug candidate in the pharmaceutical industry. Studies have been conducted to explore its biological activity and potential therapeutic applications, with the aim of developing new treatments for various medical conditions.
Used in Drug Development:
In the drug development process, (4,5,6,7-TETRAFLUORO-1H-INDOL-3-YL)ACETIC ACID serves as a valuable starting point for the design and optimization of new drug molecules. Its unique chemical structure allows for the fine-tuning of properties such as solubility, stability, and bioavailability, which are crucial factors in the development of effective pharmaceuticals.
Overall, (4,5,6,7-TETRAFLUORO-1H-INDOL-3-YL)ACETIC ACID is a versatile and potentially valuable chemical compound with a range of potential applications in various industries, including chemical synthesis, pharmaceutical research, and drug development. Its unique properties and potential uses make it an interesting subject for further investigation and development.

Upstream product

• 31845-30-4 3-(cyanomethyl)-4,5,6,7-tetrafluoroindole 
• 28834-98-2 3-methyl-4,5,6,7-tetrafluoroindole 
• 80841-12-9 2-(pentafluorophenyl)propanal 
• 88752-66-3 1-acetyl-3-methyl-4,5,6,7-tetrafluoroindole 
• 95264-58-7 1-allyl-3-methyl-4,5,6,7-tetrafluoroindole 
• 122489-97-8 Allyl-[2-pentafluorophenyl-prop-(E)-ylidene]-amine 
• 88752-69-6 1-acetyl-3-(acetoxymethyl)-4,5,6,7-tetrafluoroindole 
• 122489-97-8 Allyl-[2-pentafluorophenyl-prop-(E)-ylidene]-amine 
• 122490-00-0 3-<(N-methylpiperidiniumyl)methyl>-4,5,6,7-tetrafluoroindolyl methyl sulfate 
• 30683-40-0 3-(piperidinomethyl)-4,5,6,7-tetrafluoroindole 

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.

SELENIUM DIOXIDE OXIDATION OF 3-METHYL-4,5,6,7-TETRAFLUOROINDOLES: AN EFFICIENT ROUTE TO TETRAFLUORO ANALOGS OF 3-FORMYL AND 3-ACETOXYMETHYLINDOLE SYSTEMS

Selenium dioxide oxidations of 3-methyl-4,5,6,7-tetrafluoroindoles gave 3-formyl or 3-acetoxymethyltetrafluoroindoles in unexpectedly high selectivities, which turned out to serve as useful intermediates for the syntheses of tetrafluoro analogs of tryptop