1733-16-0Relevant academic research and scientific papers
Fast carbon-carbon bond formation by a promiscuous lipase
Svedendahl, Maria,Hult, Karl,Berglund, Per
, p. 17988 - 17989 (2005)
Lipase B from Candida antarctica was redesigned to catalyze the promiscuous reaction of carbon-carbon bond formation. Mutation of the catalytic serine to alanine afforded a mutant that catalyzed Michael additions of 1,3-dicarbonyls to α,β-unsaturated carbonyl compounds at high specific rates, such as 4000 s-1. The enzyme-catalyzed Michael addition reaction followed saturation kinetics and showed substrate inhibition. The designed enzyme showed high rate enhancements with a catalytic proficiency higher than 108, which is on the same level as that observed for enzymes with native substrates. Copyright
AKT INHIBITOR
-
Paragraph 0122-0125; 0122; 0138; 0149-0151, (2021/12/18)
The present invention discloses an AKT inhibitor, and specifically relates to a compound represented by formula I or a pharmaceutically acceptable salt thereof. The present invention further provides a preparation method thereof, and the use thereof in prevention and/or treatment of a disease mediated by AKT protein kinase.
Chain propagation determines the chemo- And regioselectivity of alkyl radical additions to C-O: Vs. C-C double bonds
Paulisch, Tiffany O.,Strieth-Kalthoff, Felix,Henkel, Christian,Pitzer, Lena,Guldi, Dirk M.,Glorius, Frank
, p. 731 - 736 (2020/02/03)
Investigations into the selectivity of intermolecular alkyl radical additions to C-O- vs. C-C-double bonds in α,β-unsaturated carbonyl compounds are described. Therefore, a photoredox-initiated radical chain reaction is explored, where the activation of the carbonyl-group through an in situ generated Lewis acid-originating from the substrate-enables the formation of either C-O or the C-C-addition products. α,β-Unsaturated aldehydes form selectively 1,2-, while esters and ketones form the corresponding 1,4-addition products exclusively. Computational studies lead to reason that this chemo- and regioselectivity is determined by the consecutive step, i.e. an electron transfer, after reversible radical addition, which eventually propagates the radical chain.
Potassium phosphate-ionic liquid mediated selective mono-Michael addition
Sawant, Anand D.,Jagadale, Suryabala D.,Desai, Uday V.,Salunkhe, Manikrao M.
, p. 6726 - 6729 (2015/09/02)
A simple and efficient process for an exclusive mono-Michael addition of active methylene compounds to conjugated esters, nitriles and ketones is developed. An ionic liquid-mediated reaction is carried out at room temperature. A reaction carried out at 60 °C resulted in a double-addition product. A mechanism is proposed and supported by P31 and DOSY NMR analysis of the used ionic liquid.
E-factor minimized protocols for the polystyryl-BEMP catalyzed conjugate additions of various nucleophiles to α,β-unsaturated carbonyl compounds
Bonollo, Simona,Lanari, Daniela,Longo, Julie M.,Vaccaro, Luigi
supporting information; experimental part, p. 164 - 169 (2012/04/04)
Efficient protocols for the addition of carbon-, sulphur- and nitrogen-nucleophiles to α,β-unsaturated carbonyl compounds catalyzed by PS-BEMP have been reported. The adoption of solvent-free conditions (SolFC) was crucial for improving the efficiency of all the processes, while by using an organic reaction medium poor results were obtained. Addition reactions were performed by using equimolar amounts of reagents, and the products were isolated by simple filtration with the minimal amount of organic solvent. This approach allowed the E-factor, a measure of the waste of a reaction, to be minimized. Further waste minimization (95.7% compared to batch protocol) has been accomplished by defining a larger scale continuous-flow protocol operating under SolFC.
Solid/liquid phase-transfer catalysis. Some models and solvent influence
Sirovski, Felix,Reichardt, Christian,Gorokhova, Marina,Ruban, Sergei,Stoikova, Elena
, p. 6363 - 6374 (2007/10/03)
The applicability of the models developed earlier for the topochemical reactions in the solid/liquid phase-transfer catalysis is discussed. Depending on the solvent and the catalyst the reaction may be inhibited by the crust of the solid inorganic product. Solvents like MeCN and THF, and catalysts such as polyethylene glycols loosen this crust, thus preventing the inhibition. The solvent influence using the E(T)(30) parameter in different reactions in the solid/liquid system is investigated.
Michael reaction of stabilized carbon nucleophiles catalyzed by [RuH2(PPh3)4]
Gómez-Bengoa, Enrique,Cuerva, Juan M.,Mateo, Cristina,Echavarren, Antonio M.
, p. 8553 - 8565 (2007/10/03)
The Michael reaction of active methylene compounds lacking cyano groups such as malonates, β-ketoesters, 1,3-diketones, 1,1-disulfones, nitrocompounds, Meldrum acid, and anthrone with common acceptors proceeds in acetonitrile solution in the presence of [RuH2(PPh3)4] as the catalyst. Cyano acetates, more acidic than malonates in organic solvents, are also excellent substrates for this reaction. In a number of cases, intramolecular aldol reactions catalyzed by [RuH2(PPh3)4] were also observed as side reactions. Catalysis by other ruthenium and rhodium complexes has been examined. Selectivity studies performed with malonate and disulfone donors indicate that the catalyst selectively activates Michael donors that can coordinate with ruthenium(II). Additionally, it has been shown that the reaction requires the presence of free phosphine. Therefore, the Michael reaction of stabilized enolates appears to be a ruthenium- and phosphine-catalyzed reaction. From a practical point of view, the use of readily prepared [RuH2(PPh3)4] as the catalyst in acetonitrile provided the best solution for the Michael reaction of active methylene compounds.
One-Pot Synthesis of cis Fixed β-Diketones of Bicycloalkanes, 2
Schank, Kurt,Lorig, Werner
, p. 112 - 136 (2007/10/02)
Starting from 2-cycloalken-1-ones 1 the substituted cis fixed β-diketones of bicycloalkanes 4 have been obtained by a combined Michael addition of α,α,ω-alkanetricarboxylates (and related species) 2 and Dieckmann cyclization of the intermediates 3.Reactions of the β-diketone system as well as modifications of the disubstituted malonate system of 4 are reported.
