226717-83-5

Usage

Uses

Used in Pharmaceutical Industry:
2,3,5-Trifluorobenzyl bromide is used as a protecting group in the synthesis of pharmaceutical compounds for the purpose of preventing unwanted reactions with alcohols and amines during the manufacturing process. This ensures the stability and purity of the final product, facilitating the development of new and effective medications.
Used in Agrochemical Production:
In the agrochemical industry, 2,3,5-trifluorobenzyl bromide is employed as a key intermediate in the synthesis of various agrochemicals. Its reactivity and protecting group properties contribute to the development of effective and targeted pesticides and other agricultural chemicals, enhancing crop protection and yield.
Used in Industrial Chemical Production:
2,3,5-Trifluorobenzyl bromide is utilized in the production of a range of industrial chemicals, where its reactivity and protecting group capabilities are leveraged to synthesize complex organic compounds. This contributes to the advancement of various industrial applications, including the development of new materials and chemical processes.

InChI:InChI=1/C7H4BrF3/c8-3-4-1-5(9)2-6(10)7(4)11/h1-2H,3H2

Upstream product

• 67640-33-9 2,3,5-trifluorobenzyl alcohol 
• 654-87-5 2,3,5-trifluorobenzoic acid 

Downstream Products

• 226717-86-8 methyl 6-methyl-1-phenoxycarbonyl-4-(2,3,5-trifluorobenzyl)-1,4-dihydronicotinate 
• 616881-90-4 N-tert-butoxycarbonylamino-O-(2,3,5-trifluorobenzyl)-D-serine 
• 872414-33-0 2-amino-N-[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-N-ethyl-3-(2,3,5-trifluoro-benzyloxy)-propionamide 
• 872414-07-8 [1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-2-(2,3,5-trifluoro-benzyloxy)-ethyl]-carbamic acid tert-butyl ester 
• 1207713-95-8 6-bromo-4-methyl-4-(2,3,5-trifluorobenzyl)-1,4-dihydroisoquinolin-3(2H)-one 
• 1076205-52-1 [7-(dimethylamino)-3-ethyl-5,6-dihydrobenzo[h]pyrazolo[5,1-b]quinazolin-11-yl][(2R)-2-methyl-4-[(2,3,5-trifluorophenyl)methyl]-1-piperazinyl]methanone 
• 1076205-50-9 [7-chloro-3-ethyl-5,6-dihydrobenzo[h]pyrazolo[5,1-b]quinazolin-11-yl][(2R)-2-methyl-4-[(2,3,5-trifluorophenyl)methyl]-1-piperazinyl]methanone 
• 1076206-88-6 (2S)-2-(aminocarbonyl)-4-[(2,3,5-trifluorophenyl)methyl]-1-piperazinecarboxylic acid 1,1-dimethylethyl ester 
• 1076206-86-4 (2S)-4-[(2,3,5-trifluorophenyl)methyl]-1,2-piperazinedicarboxylic acid 1-(1,1-dimethylethyl)ester 
• 1432450-98-0 3-chloro-4-((2,3,5-trifluorobenzyl)oxy)aniline 
• 1076206-82-0 (2S)-4-[(2,3,5-trifluorophenyl)methyl]-1,2-piperazinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester 
• 1076206-01-3 (R)-3-methyl-1-[(2,3,5-trifluorophenylmethyl)]piperazine 

Relevant academic research and scientific papers

General synthetic pathway to oxygenated 3-methylbenz[g]isoquinoline- 5,10-diones

The synthesis of naturally occurring dioxygenated and trioxygenated 3- methylbenz[g]isoquinoline-5,10-diones has been accomplished. The critical step involved regioselective additions of di- or trifluorobenzylzinc bromides to activated methyl 6-methylnicotinate. Aromatizations of the resultant dihydropyridines followed by hydrolysis led to the corresponding benzylpyridinecarboxylic acids which on annulative-oxidations led to the respective difluoro- or trifluorobenz[g]isoquinoline-5,10-diones. Displacements of fluorides by methoxide led to the di- or trimethoxy analogues which on selective demethylations led to bostrycoidin, 8-O- methylbostrycoidin, tolypocladin, 5-deoxybostrycoidin or 5-deoxy-6-O-methyl- bostrycoidin. The synthesis of isobostrycoidin and isotolypocladin has also been accomplished.