13865-20-8Relevant academic research and scientific papers
Preparation and synthetic applications of sterically hindered secondary amines
Kim, Hwa-Ok,Carroll, Brian,Lee, Min S.
, p. 2505 - 2515 (1997)
The preparation of sterically hindered secondary amino esters from the reaction of N-protected α-amino aldehydes and 3-, or 2-oxo esters with α- amino esters by reductive amination is described. The resulting amino esters were converted to the β-lactam or acylated to form N-acyl secondary amides.
Gallium trihalide catalyzed sequential addition of two different carbon nucleophiles to esters by using silyl cyanide and ketene silyl acetals
Inamoto, Yoshihiro,Kaga, Yuta,Nishimoto, Yoshihiro,Yasuda, Makoto,Baba, Akio
, p. 11664 - 11668 (2014)
A sequential addition of silyl cyanide and ketene silyl acetals to esters was achieved by a gallium trihalide catalyst to produce β-cyano-β- siloxy esters. This is the first example of the sequential addition of two different carbon nucleophiles to esters. The employment of lactones provided α,α-disubstituted cyclic ethers with a cyano group and an ester moiety. A variety of esters and lactones are applicable to this reaction system.
Simple alkenes as substitutes for organometallic reagents: Nickel-catalyzed, intermolecular coupling of aldehydes, silyl triflates, and alpha olefins
Ng, Sze-Sze,Jamison, Timothy F.
, p. 14194 - 14195 (2005)
A nickel-catalyzed method for the three-component coupling of alkenes (ethylene and alpha olefins), aldehydes, and silyl triflates is described, and this process represents the first catalytic method for coupling aldehydes and alkenes to give allylic alco
Hydroformylation of methyl methacrylate via "in-situ" phosphinerhodium catalysis
Prokai-Tatrai, K.,Toeroes, S.,Heil, B.
, p. 331 - 336 (1987)
It has been shown that in hydroformylation of methyl methacrylate with rhodium phosphine catalysts prepared "in situ" the regioselectivity is very sensitive not only to the reaction conditions but also to the basicity of the phosphine and to the presence of added Et3N.At low P/Rh ratio chlororhodium species are catalytically active.No side reactions have been detected.
Function-Oriented Synthesis toward Peloruside A Analogues
Chany, Anne-Caroline,Legros, Frédéric,Haroun, Heloua,Kundu, Uday Kumar,Biletskyi, Bohdan,Torlak, Sergii,Mathé-Allainmat, Monique,Lebreton, Jacques,Macé, Aurélie,Carboni, Bertrand,Renoux, Brigitte,Gosselin, Pascal,Dujardin, Gilles,Gaulon-Nourry, Catherine
, p. 2988 - 2992 (2019)
A convergent and rapid synthesis of original C2,C3-unsaturated, C11,C13-keto-enol macrocycles with a peloruside A skeleton has been developed. These original unsaturated macrocycles constitute valuable platforms to access peloruside A analogues with high
A synthetic quest for tris(imidazolyl) carboxylates and their metal complexes: Active site models for quercetin 2,3-dioxygenases and other non-heme redox metalloenzymes
Volkman, Jerome,Nicholas, Kenneth M.
, p. 3368 - 3376 (2012)
Synthetic routes to tris(imidazolyl)carboxylate ligands and representative metal complexes are reported, which provide more accurate active site models for several classes of redox metalloenzymes. In the first route a hydroxypivalate ester is converted in four regioselective steps to an imidazole diester 4; this is then converted to tris(imidazolyl)carboxylic acid ligand 9, featuring regiospecific double addition of an N-protected lithio-imidazole to an imidazole diester 8. Ligand 9 forms a Co(III) complex, (9)(9-H)Co (10), characterized by X-ray diffraction, coordinated via two imidazole units and the carboxylate. A second route was developed, which provides more soluble ligands that are less prone to form oligomeric complexes. It utilizes addition of the Grignard reagent from 4-iodo-2-isopropylimidazole 12 to an imidazole diester 13, producing atropisomeric tris(imidazolyl)carbinol esters 15M. Treatment of 15M with [Cu(CH3CN)4]PF6 gives a trinuclear complex 16 having alkoxide bridges between neighboring Cu atoms. A third route avoids the bridging alkoxo groups by reduction of tris(imidazolyl)carbinol 15M to the tris(imidazolyl)methane ester 17, which is hydrolyzed to the tris(imidazolyl)methane carboxylic acid 11a. This ligand reacts with [Cu(CH 3CN)4]PF6 to produce dinuclear complex [(11a-H)2Cu2](PF6)2 (18), whose X-ray crystal structure shows each copper in a distorted square pyramidal geometry with coordination to the three imidazoles and two bridging carboxylate oxygens. Complex 18 is geometrically similar to the active site copper in quercetin 2,3-dioxygenase.
Hydroformylation of Methyl Methacrylate Catalyzed by Homogeneous and Polymer-Attached Rhodium Complexes
Pittman, Charles U.,Honnick, William D.,Yang, Jin Jun
, p. 684 - 689 (1980)
The hydroformylation of methyl methacrylate has been studied in the presence of RhH(CO)(PPh3)3 or its polymer-anchored analogue as the catalyst.The branched/normal product ratio was exceptionally sensitive to conditions, increasing as (1) / increased, (2) the pressure increased, (3) PPh3 was replaced by Ph2P(CH2)2P(Ph)(CH2)2PPh2, and (4) the polymer-supported phosphines replaced PPh3 at equivalent P/Rh ratios.The branched/normal selectivity decreased as (1) / increased and (2) the temperature increased.Changing the solvent from benzene to THF or adding Et3N had only minor effects on selectivity.The results are interpreted in terms of Wilkinson's mechanism where electronic effects control double-bond insertion into the rhodium-hydride bonds but isomerization equilibria of alkyl or acyl intermediates become more important at higher temperatures.
TRICYCLIC AKR1C3 DEPENDENT KARS INHIBITORS
-
Page/Page column 79; 82, (2021/01/29)
The present invention relates to novel tricyclic compounds that are AKR1C3 dependent KARS inhibitor, processes for their preparation, pharmaceutical compositions, and medicaments containing them, and their use in diseases and disorders mediated by an AKR1C3 dependent KARS inhibitor.
TARGETING DNA REPAIR IN TUMOR CELLS VIA INHIBITION OF ERCC1-XPF
-
Paragraph 00427-00429, (2020/12/30)
The current application relates to pyronaridine or 6-chloro-2-methoxyacridine analogs having binding affinity for the ERCC1-XPF hetero-dimerization interface. The compounds can be used for targeting DNA repair in tumor cells via ERCC1-XPF inhibition, ther
Efficient synthesis of chiral γ-aminobutyric esters: Via direct rhodium-catalysed enantioselective hydroaminomethylation of acrylates
Cunillera, Anton,De Los Bernardos, Miriam Díaz,Urrutigo?ty, Martine,Claver, Carmen,Ruiz, Aurora,Godard, Cyril
, p. 630 - 634 (2020/02/25)
The successful rhodium catalysed asymmetric intermolecular hydroaminomethylation (HAM) of alkenes using a single catalyst bearing the (R,R)-QuinoxP? ligand is reported. The HAM of α-alkyl acrylates is revealed to be an efficient tool for the regio- and en
