99333-34-3

Usage

InChI:InChI=1/C9H8F3NO/c1-14-8-4-2-7(3-5-8)13-6-9(10,11)12/h2-6H,1H3

Upstream product

• 431-46-9 2,2,2-trifluoro-1-methoxy-ethanol 
• 104-94-9 4-methoxy-aniline 
• 20265-97-8 p-anisidine hydrochloride 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 

Downstream Products

• 850786-05-9 (4-methoxyphenyl)-(3-phenyl-1-trifluoromethyl-prop-2-ynyl)-amine 
• 850786-04-8 (4-methoxyphenyl)[1-(trifluoromethyl)hept-2-ynyl]amine 
• 850786-03-7 (4-methoxyphenyl)[1-(trifluoromethyl)-3-(trimethylsilyl)prop-2-ynyl]amine 
• 1092116-36-3 C₂₃H₂₂F₃NO₂S 
• 1092116-35-2 C₂₃H₂₂F₃NO₂S 
• 1092116-52-3 (-)-(S)-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 
• 1092116-41-0 C₂₄H₂₄F₃NO₂S 
• 1092116-54-5 (-)-(2S,3S)-1-(4-methoxyphenyl)-3-methyl-2-(trifluoromethyl)indoline 
• 1092116-46-5 C₂₅H₂₆F₃NO₂S 
• 1092116-58-9 (-)-(2S,3S)-3-ethyl-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 
• 1092116-48-7 C₂₆H₂₆F₃NO₂S 
• 1092116-59-0 (-)-(2S,3S)-3-allyl-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 
• 1092116-50-1 C₃₀H₂₈F₃NO₂S 
• 1092116-60-3 (-)-(2S,3S)-3-benzyl-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 

Relevant academic research and scientific papers

Synthesis of (trifluoromethyl)aziridines in 1,1,1,3,3,3-hexafluoropropan-2-ol: First example of coupling reactions of fluoral, an amine and a diazo compound

The influence of solvent on the Yb(OTf)3 or BF3·Et2O-catalyzed reaction of (trifluoromethyl)aldimines with ethyl diazoacetate has been investigated. The reaction of fluoral ethyl hemiacetal, an aromatic amine, and ethyl diazoacetate could be performed in 1,1,1,3,3,3-hexafluoropropan-2-ol to provide the corresponding (trifluoromethyl)aziridines.

Synthesis of Trifluoromethylated Azetidines, Aminopropanes, 1,3-Oxazinanes, and 1,3-Oxazinan-2-ones Starting from 4-Trifluoromethyl-β-lactam Building Blocks

This paper reports on the preparation of 4-(trifluoromethyl)azetidin-2-ones and their synthetic potential as eligible new building blocks for the construction of CF3-containing azetidines, diaminopropanes, aminopropanol derivatives, 1,3-oxazina

Formation of Fluorinated Amido Esters through Unexpected C3?C4 Bond Fission in 4-Trifluoromethyl-3-oxo-β-lactams

4-Trifluoromethyl-3-oxo-β-lactams were unexpectedly transformed into 2-[(2,2-difluorovinyl)amino]-2-oxoacetates as major products, accompanied by minor amounts of 2-oxo-2-[(2,2,2-trifluoroethyl)amino]acetates, upon treatment with alkyl halides and triethylamine in DMSO. This peculiar C3?C4 bond fission reactivity was investigated in-depth, from both an experimental and a computational point of view, in order to shed light on the underlying reaction mechanism.

Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides with Fluorinated Imines: The Expanded Scope and Mechanism Insights

The mechanism of the Cu(I)/(S,Rp)-PPFOMe-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with fluorinated aldimines has been studied using labeling experiments, control experiments, and linear effect experiments, which clearly ruled out the 1,3-DC/epimerization pathways and explained the unusal exo′-selective stereochemistry. This protocol allows for the preparation of a series of highly functionalized fluorinated imidazolidines in good yields with excellent stereoselectivities. Moreover, the current methods have been successfully extended to synthesize more challenging imidazolidines bearing a CF3-containing quaternary stereogenic center via the endo-selective 1,3-DC of azomethine ylides with trifluorinated ketimine under identical reaction conditions.

Gold-Catalyzed Povarov-Type Reaction of Fluorinated Imino Esters and Furans

A gold-catalyzed Povarov-type reaction of fluorinated imino esters and furans is described. The process, which takes place in dichoromethane at room temperature, gives rise to novel fluorinated tetrahydrofuran-fused tetrahydroquinolines in good yields and moderate levels of diastereoselectivity in a very simple manner. The reported examples expand the versatility of the Povarov reaction to unprecedented fluorinated substrates, generating scaffolds that contain quaternary α-amino acid units.

Bifunctional Thiourea Catalyzed Asymmetric Mannich Reaction Using Trifluoromethyl Aldimine as Trifluoromethyl Building Blocks

An efficient bifunctional thiourea catalyzed asymmetric Mannich reaction with trifluoromethyl aldimine as trifluoromethyl building block was achieved to give the products in good diastereoselectivity and enantioselectivity.

Trifluoromethyl syn- or anti-γ-amino alcohols by one-pot solvent-free Mannich-type reactions under temperature control

Starting from trifluoroacetaldehyde ethyl hemiacetal, chiral amines and suitable aldehydes, diastereomerically pure fluorinated syn- or anti-γ-amino alcohols can be obtained by a friendly one-pot solvent-free l-proline catalysed Mannich-type reaction only

The asymmetric synthesis of CF3- or -CF2-substituted tetrahydroquinolines by employing a chiral phosphoric acid as catalyst

CF3- or -CF2-containing tetrahydroquinolines have been asymmetrically synthesized from the reaction of fluorinated N-arylimines with benzyl N-vinylcarbamate in the presence of a chiral phosphoric acid.

Trifluoroacetaldehyde: A useful industrial bulk material for the synthesis of trifluoromethylated amino compounds

The synthesis of various trifluoromethylated amino compounds was studied using trifluoroacetaldehyde, an industrial bulk material, as a starting compound. One general application of trifluoroacetaldehyde is the preparation of trifluoroethylamino derivatives via reductive amination reaction. This synthesis includes the formation of the corresponding N,O-acetal intermediates followed by their reduction using NaBH4 or 2-picoline borane complex, affording the target trifluoroethylamino compounds in moderate to good yields (47-87%). Another general application of trifluoroacetaldehyde is the synthesis of chiral α-substituted trifluoroethylamino compounds. In this synthesis, trifluoroacetaldehyde was first converted into the chiral trifluoromethyl tert-butyl sulfinimine, which was subjected to 1,2-nucleophilic addition reactions across its C{double bond, long}N double bond. The addition of phenyllithium afforded α-(phenyl)trifluoroethylamino derivative in 83% yield and with 96% de. Allylation and Reformatsky reactions produced the corresponding α-substituted trifluoroethylamino derivatives in 82 and 58% yields and with 90 and 91% de, respectively.

LINEAR CHAIN SUBSTITUTED MONOCYCLIC AND BICYCLIC DERIVATIVES AS FACTOR XA INHIBITORS

The present application descirbes linear chain subtituted monocyclic and byciclic compounds and derivatives thereof of formula (I): P4-P-M-M4 or pharmaceutically acceptable salts from thereof, P-M are rings substituted by a linear group. Compounds of the present invention are useful as inhibitors of trypsin like serine proteases, specifically factor Xa.