87736-75-2

Usage

Uses

Used in Chemical Research:
1-[4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]phenyl]-2,2,2-trifluoro-ethanone is used as an intermediate in the preparation of trifluoromethyldiazirine for chemical research purposes. Trifluoromethyldiazirine is a photo-induced cross-linking probe that aids in exploring amyloid formation, a crucial area of study in understanding various diseases and developing potential treatments.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-[4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]phenyl]-2,2,2-trifluoro-ethanone serves as a key intermediate in the synthesis of trifluoromethyldiazirine. 1-[4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]phenyl]-2,2,2-trifluoro-ethanone is utilized in the development of drugs targeting amyloid-related diseases, such as Alzheimer's and Parkinson's, by enabling researchers to study the formation and structure of amyloid proteins.
Used in Material Science:
1-[4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]phenyl]-2,2,2-trifluoro-ethanone is also used in material science as an intermediate for the synthesis of trifluoromethyldiazirine. 1-[4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]phenyl]-2,2,2-trifluoro-ethanone has potential applications in the development of advanced materials with unique properties, such as improved stability and reactivity, which can be beneficial in various industrial applications.

Upstream product

• 340-07-8 N-(trifluoroacetyl)piperidine 
• 87736-74-1 4-(tert-butyldimethylsiloxymethyl)bromobenzene 
• 383-63-1 ethyl trifluoroacetate, 
• 360-92-9 N,N-diethyl-2,2,2-trifluoroacetamide 
• 873-75-6 4-bromobenzenemethanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 18282-51-4 4-iodo-benzyl alcohol 
• 147283-96-3 4-(tert-butyldimethylsiloxymethyl)iodobenzene 

Downstream Products

• 87736-77-4 1-<4-<(tert-butyldimethylsilyloxy)methyl>phenyl>-2,2,2-trifluoro-1-ethanone oxime 
• 87736-80-9 C₂₂H₂₈F₃NO₄SSi 
• 87736-80-9 4-[(tert-butyldimethylsiloxy)methyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl) oxime 
• 918945-58-1 3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine 
• 87736-86-5 3-<4-<(tert-butyldimethylsiloxy)methyl>phenyl>-3-trifluoromethyl-3H-diazirine 
• 87736-88-7 3-[4-(hydroxymethyl)phenyl]-3-trifluoromethyl-3H-diazirine 
• 87736-80-9 1-<4-<(tert-butyldimethylsilyloxy)methyl>phenyl>-2,2,2-trifluoro-1-ethanone O-(p-tolylsulfonyl)oxime 
• 92367-16-3 (S)-3-[4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine 
• 95758-92-2 3-(α-iodo-p-tolyl)-3-(trifluoromethyl)-3H-diazirine 
• 133342-64-0 (S)-N-(9-fluorenylmethoxycarbonyl)-[4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl]alanine 
• 87736-77-4 4-[(tert-butyldimethylsiloxy)methyl]-2,2,2-trifluoroacetophenone oxime 
• 1575814-87-7 2,3,5-tri-O-benzoyl-1-O-[4-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-β-D-ribofuranose 
• 1575814-81-1 1-O-[4-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-β-D-ribofuranose 
• 1575814-88-8 1-O-[4-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranose 

Relevant academic research and scientific papers

SMALL MOLECULE MODULATORS OF PCSK9 AND METHODS OF USE THEREOF

A compound of Formula (I): or a pharmaceutically acceptable salt, hydrate, solvate, or racemic mixture or stereoisomer thereof, and methods for preventing or treating an LDL-cholesterol-related disease or disorder using such compound(s), and kits and comp

Diazirine-containing RNA photo-cross-linking probes for capturing microRNA targets

Here, we report the applicability of diazirine-containing RNA photo-cross-linking probes for the identification of microRNA (miRNA) targets. The RNA cross-linking probes were synthesized by substituting the RNA nucleobases with nucleoside analogues such as 1-O-[3-(3-trifluoromethyl-3H- diazirin-3-yl)]benzyl-β-d-ribofuranose or 1-O-[4-(3-trifluoromethyl-3H- diazirin-3-yl)]benzyl-β-d-ribofuranose that carry aryl trifluoromethyl diazirine moieties. The probes were successfully cross-linked with synthetic RNAs containing the four natural nucleosides on the opposite site of the nucleoside analogues. Furthermore, it was found that miRNAs containing these analogues were effective in regulating the expression of their target genes. Thus, RNAs containing the nucleoside analogues are promising candidates as photo-cross-linking probes to identify the target mRNAs of miRNAs.

NOVEL N-BENZYLAMIDE SUBSTITUTED DERIVATIVES OF 2-(ACYLAMIDO)ACETIC ACID AND 2-(ACYLAMIDO)PROPIONIC ACIDS: POTENT NEUROLOGICAL AGENTS

A first aspect of the invention is a compound (sometimes also referred to herein as an "active agent" or "active compound") of Formula (I) or ( Ia): or a pharmaceutically acceptable salt or prodrug thereof. Compositions thereof and methods of using the same (e.g. for the treatment of a neurological disease) are also described.

Trifluoromethyldiazirine: An effective photo-induced cross-linking probe for exploring amyloid formation

The separative and analytical power of ion mobility spectrometry-mass spectrometry combined with photo-induced cross-linking of site-specifically incorporated trifluoromethyldiazirine provides a powerful approach towards structural characterisation of amy

Synthesis of photoactive α-mannosides and mannosyl peptides and their evaluation for lectin labeling

Adhesion to the glycosylated surface of eukaryotic cells, mediated by lectins for example, plays an important role in inflammation and other cellular processes of living organisms. To elucidate the mechanisms involved in the adhesion to cell surfaces and

An efficient route to S-N-(9-fluorenylmethoxycarbonyl)-4′-(1-azi-2,2,2-trifluoroethyl) phenylalanine

An extremely efficient synthesis of optically pure photoactivatable phenylalanine derivative 1 is described. The key step involves a highly diastereoselective alkylation of a chiral glycine equivalent.

Swern Oxidation of Diaziridines to Diazirines

The trifluoromethyldiaziridines (1) - (6) have been converted into the photolabile diazirines (7) - (12) using dimethyl sulphoxide-oxalyl chloride; several of these diazirines have previously been used as intermediates in the preparation of photoaffinity

4-(1-Azi-2,2,2-trifluoroethyl)benzoic Acid, a Highly Photolabile Carbene Generating Label Readily Fixable to Biochemical Agents

The title compound is synthesized starting from either 4-bromobenzyl tert butyldimethylsilyl ether (5b) or 4-bromobenzyl tert-butyl ether (5c) or - most simply - from 4-bromotoluene (5a).In the first step Br was replaced by Li using n-butyllithium, then the organometallic compounds were converted into the respective trifluoroacetophenones 6a - c with N-trifluoroacetylpiperidine.The azi moiety (diazirine) was prepared from the oximes 7a - c via O-tosyloximes 8a - c plus ammonia yielding the diaziridines 9a - c and oxidation of the latter with Ag2O.Oxidation by permanganate - of the ethers after acidic cleavage - yields the title compound 12.On irradation (λ > 300 nm) 12 by elimination of N2 with a half-life period of 22 s generates the corresponding carbene.At the same time from 12 with ca. 20percent the yellow isomeric 4-(1-diazo-2,2,2-trifluoroethyl)benzoic acid (20) is formed which is photolyzed generating the same carbene as 12.The synthesis of 20 is described starting from 4-bromobenzaldehyde. - The diazirine 12 as its N-hydroxysuccinimide ester 13, or using other methods of amide synthesis, can readily be coupled to amino functions of biochemically interesting agents thus forming photoaffinity labels.