82255-42-3

Upstream product

• 124095-24-5 acetic acid-(2,2-difluoro-1-phenyl-ethyl ester) 
• 2648-61-5 2,2-dichloroacetophenone 
• 100-52-7 benzaldehyde 
• 395-01-7 2,2-difluoro-1-phenylethanone 
• 108-86-1 bromobenzene 
• 148992-43-2 1-ethoxy-2,2-difluoroethanol 
• 67-56-1 methanol 
• 107-11-9 1-amino-2-propene 
• 74-89-5 methylamine 
• 82255-42-3 2,2-difluoro-1-phenyl-ethanol 
• 450-95-3 2-fluoroacetophenone 
• 124095-26-7 Isobutyric acid 2,2-difluoro-1-phenyl-ethyl ester 
• 126392-91-4 2,2-difluoro-3-hydroxy-1-phenyl-1-butanone 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 345-62-0 (1-chloro-2,2-difluoro-ethyl)-benzene 
• 74492-20-9 1-bromo-2,2-difluoro-1-phenylethane 
• 123986-75-4 (S)-2,2-difluoro-1-phenylethan-1-ol 
• 123986-93-6 Acetic acid (R)-2,2-difluoro-1-phenyl-ethyl ester 
• 395-01-7 2,2-difluoro-1-phenylethanone 
• 10541-59-0 2,2-difluoro-1-phenylethane 
• 50562-09-9 Toluene-4-sulfonic acid 2,2-difluoro-1-phenyl-ethyl ester 
• 124095-24-5 acetic acid-(2,2-difluoro-1-phenyl-ethyl ester) 

Relevant academic research and scientific papers

Asymmetric Synthesis of Primary and Secondary β-Fluoro-arylamines using Reductive Aminases from Fungi

The synthesis of chiral amines is of central importance to pharmaceutical chemistry, and the inclusion of fluorine atoms in drug molecules can both increase potency and slow metabolism. Optically enriched β-fluoroamines can be obtained by the kinetic resolution of racemic amines using amine transaminases (ATAs), but yields are limited to 50 %, and also secondary amines are not accessible. In order to overcome these limitations, we have applied NADPH-dependent reductive aminase enzymes (RedAms) from fungal species to the reductive amination of α-fluoroacetophenones with ammonia, methylamine and allylamine as donors, to yield β-fluoro primary or secondary amines with >90 % conversion and between 85 and 99 % ee. In addition, the effect of the progressive introduction of fluorine atoms to the α-position of the acetophenone substrate reveals the effect of mono-, di- and tri-fluorination on the proportion of amine and alcohol in product mixtures, shedding light on the promiscuous ability of imine reductase (IRED)-type dehydrogenases to reduce fluorinated acetophenones to alcohols.

Redox-Neutral 1,3-Diol Synthesis by Base-Promoted Diastereoselective Alcohol-Aldolization

In order to prepare more efficiently key 1,3-diol fragments, we have devised a base-promoted redox-neutral condensation of ketones with alcohols. This diastereoselective alcohol-aldolization enables bypassing the classical oxidation and reduction steps necessary for the preparation of this crucial backbone by an overall redox-neutral formal borrowing hydrogen process. The starting alcohols constitute both the precursors of the in situ generated reactive aldehydes and the hydride source necessary for the chemoselective reduction of the aldol adduct intermediates.

A kind of the geminally alkyl boric acid ester compound and its preparation method and application (by machine translation)

The invention discloses a geminally alkyl boric acid ester compound and its preparation method and application. The structure of the compound of formula (I) as shown; wherein R is or ; R1 Is phenyl, substituted phenyl, biphenyl or thiophene; R2 Hydrogen, halogen, hydroxy, C1 - 4 Alkyl, C1 - 4 Alkoxy, phenyl, substituted phenyl; R3 Is phenyl or substituted phenyl. The compound of the invention the structure is stable, at the same time with two alkyl and boric acid ester, can be used as a raw material, more simple, convenient, and rapid preparation in a pharmaceutically has high-value of the compound. In addition, the preparation of the compounds is simple, the preparation method of the reaction substrate has wide applicability, can be prepared a plurality of the geminally alkyl boric acid ester compound; at the same time, the method of the mild reaction conditions, without metal reagent, does not need high temperature or high pressure, does not need to be acid or alkali additive, and the reaction time is short, simple and convenient operation, after treatment is simple, is a high-efficient synthetic geminally halothane base boron ester compounds. (by machine translation)

Efficient asymmetric synthesis of aryl difluoromethyl sulfoxides and their use to access enantiopure α-difluoromethyl alcohols

The -CHF2 moiety has shown a growing interest in pharmaceutical and agrochemical applications over the last few years. Its introduction is therefore a current research topic for organic chemists. Several groups have reported the synthesis of di

Decarboxylative difluoromethylation of aldehydes with PhSO2CF2COOK: A facile and efficient access to difluoromethylated carbinols

A novel decarboxylative difluoromethylation reaction of PhSO2CF2COOK with aldehydes under metal- and ligand-free conditions has been developed. The reaction is very mild and tolerates a wide range of aldehydes (both enolizable and non-enolizable aldehydes), providing a facile and efficient method for the synthesis of structurally diverse difluoromethylated carbinols in moderate to excellent yields.

Molecular Basis for the High Activity and Enantioselectivity of the Carbonyl Reductase from Sporobolomyces salmonicolor toward α-Haloacetophenones

In an effort to develop a practical method for the synthesis of optically pure 2,2,2-trifluoro-1-phenylethanol, we found that the carbonyl reductase (SSCR) from Sporobolomyces salmonicolor showed excellent activity and enantioselectivity toward the halogenated acetophenones. Especially, SSCR exhibited more than 1000 times higher activity toward α,α,α-trifluoroacetophenone than unsubstituted acetophenone, a strikingly different observation from the previously well-studied alcohol dehydrogenase (LBADH) from Lactobacillus brevis. Enzyme-substrate docking and site-directed mutagenesis studies revealed the molecular basis for the high enzyme activity and enantioselectivity of SSCR toward the α-halogenated acetophenones. The hydrogen bond of the Asn207 side chain with the substrate halogen atom and the XH/π interaction of the substrate phenyl group with the side chains of Ser222/Thr223 resulted in the formation of the highly reactive conformation of α-halogenated acetophenones in the active site of the enzyme. (S)-2,2,2-Trifluoro-1-phenylethanol was prepared in excellent isolated yield and enantiomeric excess from the reduction of α,α,α-trifluoroacetophenone with mutant T209A. These results suggest that tuning the interactions between the halogen atoms/phenyl group of the substrate and the amino acid residues of the enzyme would lead to valuable mutants for the practical synthesis of β-haloalcohols.

gem-Difluorination of Alkenyl N-methyliminodiacetyl Boronates: Synthesis of α- and β-Difluorinated Alkylborons

Organofluorine compounds are widely used in pharmaceutical, agrochemical, and materials sciences. The syntheses and applications of fluorinated organoborons facilitate the rapid and modular assemblies of fluorine-containing molecules because of the versatility of C?B bonds in diverse chemical transformations. Reported herein is a migratory geminal difluorination of aryl-substituted alkenyl N-methyliminodiacetyl (MIDA) boronates using commercially available Py?HF as the fluorine source and hyperiodine as the oxidant. The protocol offers facile access to α- and β-difluorinated alkylboron compounds, both of which have previously been challenging to prepare. Mild reaction conditions, broad substrate scope, good functional-group tolerance, and moderate to good yields were observed. The utility of these products is demonstrated by further transformations of the C?B bond into other valuable functional groups.

Aryl appended neutral and cationic half-sandwich ruthenium(II)-NHC complexes: Synthesis, characterisation and catalytic applications

Half-sandwich ruthenium(ii) complexes 1-6 bearing imidazolylidene and pyridyl-imidazolylidene ligands have been synthesised in good yields and were characterised on the basis of spectral and analytical evidence. In addition, the structures of the complexes 1-4 were unambiguously established through single crystal X-ray analysis. Transmetalation of the ligands followed by complexation with ruthenium precursors yielded the air and moisture stable complexes. The crystal structures of these complexes exhibited piano-stool geometries with η6-coordination of the p-cymene or hexamethylbenzene moieties. These complexes exhibited catalytic activity in the transfer hydrogenation of carbonyls in an alkaline medium using 2-propanol as the hydrogen source. The effect of variations in the catalyst structure on the transfer hydrogenation and stability was investigated in detail, and theoretical calculations were employed to understand the mechanism of the catalytic activity. The neutral ruthenium-NHC complexes 1 and 2 showed the efficiency of ca. 100% at a catalyst loading of ca. 2 mol% within 2 h of the reaction in 2-propanol, whereas quantitative yields were obtained in the presence of cationic ruthenium-NHC complexes 3-6 within 1 h at a low catalyst loading of ca. 0.5 mol%, thereby demonstrating their robustness for the transfer hydrogenation of the aromatic ketones.

TRIAZOLOPYRIDINE INHIBITORS OF MYELOPEROXIDASE

The present invention provides compounds of Formula (I): wherein A, Y and R1 are each as defined in the specification, and compositions comprising any of such novel compounds. These compounds are myeloperoxidase (MPO) inhibitors and/or eosinophil peroxidase (EPX) inhibitors, which may be used as medicaments.

Lithium triethylborohydride-promoted generation of α,α-difluoroenolates from 2-iodo-2,2-difluoroacetophenones: An unprecedented utilization of lithium triethylborohydride

Lithium triethylborohydride was found to promote the generation of α,α-difluoroenolates from 2-iodo-2,2-difluoroacetophenones, and applied to the synthesis of polyfluorinated β-hydroxy ketones via self-condensation or aldol reaction. The reaction indicate