849442-21-3

Upstream product

• 53473-36-2 3-(4-trifluoromethylphenyl)propionic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 20754-22-7 methyl (2E)-3-(4-(trifluoromethyl)phenyl)prop-2-enoate 
• 2062-26-2 3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid 
• 67-56-1 methanol 
• 402-50-6 1-trifluoromethyl-4-vinyl-benzene 
• 124-38-9 carbon dioxide 
• 73183-34-3 bis(pinacol)diborane 
• 79947-88-9 methyl 4-trifluoromethylcinnamate 
• 74-88-4 methyl iodide 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 1942-46-7 5-decyne 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 166947-09-7 3-(4-trifluoromethylphenyl)propanal 
• 769172-66-9 N-[2-(3,4-dimethoxy-phenyl)-ethyl]-3-(4-trifluoromethyl-phenyl)-propionamide 
• 528867-43-8 4-(4-(trifluoromethyl)phenyl)butanal 

Relevant academic research and scientific papers

Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing substituents in the aromatic ring and with good functional group compatibility. (Figure presented.).

Synthesis and inhibitory studies of phosphonic acid analogues of homophenylalanine and phenylalanine towards alanyl aminopeptidases

A library of novel phosphonic acid analogues of homophenylalanine and phenylalanine, containing fluorine and bromine atoms in the phenyl ring, have been synthesized. Their inhibitory properties against two important alanine aminopeptidases, of human (hAPN, CD13) and porcine (pAPN) origin, were evaluated. Enzymatic studies and comparison with literature data indicated the higher inhibitory potential of the homophenylalanine over phenylalanine derivatives towards both enzymes. Their inhibition constants were in the submicromolar range for hAPN and the micromolar range for pAPN, with 1-amino-3-(3-fluorophenyl) propylphosphonic acid (compound 15c) being one of the best low-molecular inhibitors of both enzymes. To the best of our knowledge, P1 homophenylalanine analogues are the most active inhibitors of the APN among phosphonic and phosphinic derivatives described in the literature. Therefore, they constitute interesting building blocks for the further design of chemically more complex inhibitors. Based on molecular modeling simulations and SAR (structure-activity relationship) analysis, the optimal architecture of enzyme-inhibitor complexes for hAPN and pAPN were determined.

Iron-catalysed 1,2-aryl migration of tertiary azides

1,2-Aryl migration of α,α-diaryl tertiary azides was achieved by using the catalytic system of FeCl2/N-heterocyclic carbene (NHC) SIPr·HCl. The reaction generated aniline products in good yields after one-pot reduction of the migration-resultant imines.

Ni-catalyzed direct alcoholysis of N-acylpyrrole-type tertiary amides under mild conditions

N-Acylpyrrole-type amides are a class of versatile building blocks in asymmetric synthesis. We report that by employing Ni(COD)2/2,2′-bipyridine (5 mol%) catalytic system, the direct, catalytic alcoholysis of N-acylpyrrole-type aromatic and aliphatic amides with both primary and secondary alcohols can be achieved efficiently under very mild conditions (rt, 1 h) even at gram scale. By increasing the catalyst loading to 10 mol%, prolonging reaction time (18 h), and/or elevating reaction temperature to 50 °C/80 °C, the reaction could be extended to both complex and hindered N-acylpyrroles as well as to N-acylpyrazoles, Nacylindoles, and to other (functionalized) primary and secondary alcohols. In all cases, only 1.5 equiv. of alcohol were used. The value of the method has been demonstrated by the racemization-free, catalytic alcoholysis of chiral amides yielded from other asymmetric methodologies.

Diboron-Mediated Rhodium-Catalysed Transfer Hydrogenation of Alkenes and Carbonyls

A diboron-mediated rhodium-catalysed transfer hydrogenation system using water as the hydrogen donor is developed. In addition to a series of alkenes with good functional group tolerance, this rhodium-based catalytic system also effectively reduces aldehydes and ketones. A plausible mechanism involving the RhI-catalysed hydrogen generation and Rh0-catalysed hydrogenation is proposed for the reaction.

Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C?C Bond Formation

The enantioselective oxyarylation of (E)-6-aryl-1-silyloxylhex-3-ene was achieved using a lactate-based chiral hypervalent iodine(III) reagent in the presence of boron trifluoride diethyl etherate. The silyl ether promotes the oxidative cyclization, and enhances the enantioselectivity. In addition, the corresponding aminoarylation was achieved.

Chemoselective Cu(I) catalyzed bis(pinacolato)diboron conjugate addition and reduction onto α,β-unsaturated carbonyl compounds

Ligand-free CuI-catalyzed bis(pinacolato)diboron (B2(pin)2) conjugate addition and reduction onto α,β-unsaturated carbonyl compounds in moderate to excellent yields has been demonstrated.

Hydroxamic acids block replication of hepatitis c virus

Intrigued by the role of protein acetylation in hepatitis C virus (HCV) replication, we tested known histone deacetylase (HDAC) inhibitors and a focused library of structurally simple hydroxamic acids for inhibition of a HCV subgenomic replicon. While known HDAC inhibitors with varied inhibitory profiles proved to be either relatively toxic or ineffective, structure-activity relationship (SAR) studies on cinnamic hydroxamic acid and benzo[b]thiophen-2-hydroxamic acid gave rise to compounds 22 and 53, which showed potent and selective anti-HCV activity and therefore are promising starting points for further structural optimization and mechanistic studies.

Nickel-catalyzed reductive hydroesterification of styrenes using CO 2 and MeOH

Complexes [(dippe)Ni(μ-H)]2 (A) (dippe = 1,2-bis-di- isopropylphosphino)ethane) and [(dtbpe)Ni(μ-H)]2 (B) (dtbpe = 1,2-bis-di-tert-butylphospino)ethane) catalyze the reductive hydroesterification of styrenes with the use of CO2 and MeOH. The latter acts as a hydrogen source and as an esterificating agent, to yield the corresponding branched and linear esters in moderate to good yields. In all of the studied reactions the linear esters were obtained in higher amounts than the branched ones. When the hydroesterification reaction was carried out using a stoichiometric metal/substrate ratio, the complexes [(P-P)Ni(CO)2] and [(P-P)Ni(CO3)] (P-P = dippe or dtbpe) were isolated and characterized by standard spectroscopic methods. Compounds [(dtbpe)Ni(CO) 2] and [(dtbpe)Ni(CO3)] were also fully characterized by single-crystal X-ray diffraction.

TRISUBSTITUTED 3,4-DIHYDRO-1H-ISOQUINOLIN COMPOUND, PROCESS FOR ITS PREPARATION, AND ITS USE

The present invention relates to the compound of formula 7*acetate (see below), a process for its preparation, and its use