26771-69-7

Usage

Chemical Properties

White to light yellow crystal powde

Upstream product

• 402-44-8 4-Fluorobenzotrifluoride 
• 132289-57-7 (N-methyl-N-methoxy)methoxyacetamide 
• 1738-36-9 2-methoxyacetonitrile 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 116332-61-7 N-methoxy-N-methyl-4-trifluoromethylbenzamide 
• 107-30-2 chloromethyl methyl ether 
• 383-53-9 2-bromo-1-[4-(trifluoromethyl)phenyl]ethanone 
• 124-41-4 sodium methylate 
• 612493-95-5 C₁₂H₁₁F₃O₄ 
• 865-33-8 potassium methanolate 
• 95727-89-2 4-(trifluoromethyl)phenyl chloromethylketone 
• 455-18-5 4-CF₃C₆H₄CN 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 

Downstream Products

• 612493-99-9 Methanesulfonic acid (S)-2-methoxy-1-(4-trifluoromethyl-phenyl)-ethyl ester 
• 612494-07-2 (S)-1-[(R)-2-Methoxy-1-(4-trifluoromethyl-phenyl)-ethyl]-2-methyl-piperazine 
• 306298-24-8 (S)-4-[(R)-2-Methoxy-1-(4-trifluoromethyl-phenyl)-ethyl]-3-methyl-piperazine-1-carboxylic acid tert-butyl ester 
• 696601-20-4 (S)-1-[(R)-2-Methoxy-1-(4-trifluoromethyl-phenyl)-ethyl]-2-methyl-4-(4-methyl-piperidin-4-yl)-piperazine 
• 306298-26-0 4-{(S)-4-[(R)-2-Methoxy-1-(4-trifluoromethyl-phenyl)-ethyl]-3-methyl-piperazin-1-yl}-4-methyl-piperidine-1-carboxylic acid tert-butyl ester 
• 745810-23-5 4-Cyano-4-{(S)-4-[(R)-2-methoxy-1-(4-trifluoromethyl-phenyl)-ethyl]-3-methyl-piperazin-1-yl}-piperidine-1-carboxylic acid tert-butyl ester 
• 306296-47-9 vicriviroc 
• 306298-23-7 1-(4-(trifluoromethyl)phenyl)-2-methoxyethan-1-ol 
• 612493-93-3 (S)-2-methoxy-1-(4-trifluoromethylphenyl)ethanol 

Relevant academic research and scientific papers

Tandem Acid/Pd-Catalyzed Reductive Rearrangement of Glycol Derivatives

Herein, we describe the acid/Pd-tandem-catalyzed transformation of glycol derivatives into terminal formic esters. Mechanistic investigations show that the substrate undergoes rearrangement to an aldehyde under [1,2] hydrogen migration and cleavage of an oxygen-based leaving group. The leaving group is trapped as its formic ester, and the aldehyde is reduced and subsequently esterified to a formate. Whereas the rearrangement to the aldehyde is catalyzed by sulfonic acids, the reduction step requires a unique catalyst system comprising a PdII or Pd0 precursor in loadings as low as 0.75 mol % and α,α′-bis(di-tert-butylphosphino)-o-xylene as ligand. The reduction step makes use of formic acid as an easy-to-handle transfer reductant. The substrate scope of the transformation encompasses both aromatic and aliphatic substrates and a variety of leaving groups.

Highly efficient synthesis of functionalized α-oxyketones: Via Weinreb amides homologation with α-oxygenated organolithiums

An efficient, chemoselective homologation of Weinreb amides to the corresponding variously substituted α-oxyketones has been developed via the addition of lithiated α-oxygenated species. This one-step, experimentally easy, high yielding protocol is amenable not only for accessing simple α-oxyketones but also for more complex substituted ones ranging from primary and secondary alkyl-type to aromatic ones. Full delivery of the stereochemical information contained in the starting materials is observed through both the employment of enantioenriched Weinreb amides and optically active organolithium species.

Experimental study on the reaction pathway of α-haloacetophenones with NaOMe: Examination of bifurcation mechanism

The reaction of PhCOCH2Br and NaOMe in MeOH gave PhCOCH 2OH as the major product and PhCOCH2OMe as the minor product. Substituent effects on the reactivity and product selectivity revealed that an electron-withdrawing substituent on the phenyl ring enhanced the overall reactivity and gave more alcohol than ether. It was indicated that the alcohol was formed via carbonyl addition-epoxidation, whereas the ether was formed by direct substitution. Substituent effects on the reaction rates, as well as the effects of NaOMe concentration on the rate and product ratio for both reactions of PhCOCH2Br and PhCOCH2CI are in line with the mechanism that the alcohol and ether products were formed via two independent and concurrent routes, carbonyl addition and a-carbon attack, respectively, and thus the reaction mechanism could be different from the bifurcation mechanism previously predicted for the reaction of PhCOCH2Br by a simulation study in the gas phase.

PROCESS FOR PRODUCING TRIFLUOROMETHYL-SUBSTITUTED 2-ALKOXYACETOPHENONE DERIVATIVES

A process for producing a brominated acetal (represented by the formula 3) includes (a) brominating a trifluoromethyl-substituted acetophenone by Br2 in the presence of an alkylene diol. It is optional to produce a trifluoromethyl-substituted 2-alkoxyacet

Piperazine-Based CCR5 Antagonists as HIV-1 Inhibitors. IV. Discovery of 1-[(4,6-Dimethyl-5-pyrimidinyl) carbonyl]-4-[4-{2-methoxy-1(R)-4-(trifluoromethyl)-phenyl}ethyl-3(S) -methyl-1-piperazinyl]-4-methylpiperidine (Sch-417690/Sch-D), a Potent, Highly Sel

The nature and the size of the benzylic substituent are shown to be the key to controlling receptor selectivity (CCR5 vs M1, M2) and potency in the title compounds. Optimization of the lead benzylic methyl compound 3 led to the methoxymethyl analogue 30,

Stereoselective alkylation of chiral 2-methyl-4-protected piperazines

In an illustrative embodiment, the present invention describes the synthesis of the following compound and similar compounds, in high stereochemical purity by a novel stereoselective alkylation process: 1

Reaction of phosphonium ylides and aromatic nitriles under lewis acid conditions: An easy access to aryl-substituted α-methoxyacetophenones

In the presence of lithium chloride, as Lewis acid, the reaction of methoxymethyltriphenylphosphonium ylide 1 with aromatic nitriles 2 as phenacyl cation equivalents gives access to the corresponding α- methoxyacetophenones 3 in good yields.