86386-69-8Relevant academic research and scientific papers
Bicyclic Heterocycles from Levulinic Acid through a Fast and Operationally Simple Diversity-Oriented Multicomponent Approach
Lambruschini, Chiara,Basso, Andrea,Moni, Lisa,Pinna, Alessandro,Riva, Renata,Banfi, Luca
supporting information, p. 5445 - 5455 (2018/10/20)
Levulinic acid, which is one of the most important renewable building blocks derived from lignocellulosic biomass, has been converted in a diversity-oriented manner into two families of drug-like bicyclic nitrogen heterocycles. The methodology, endowed with high step economy and operational simplicity, is based on an Ugi multicomponent reaction, which employs amino alcohols as components, followed by a SN2 cyclization. Noteworthy is the successful synthesis of hexahydro pyrrolodiazepinediones, since the cyclization of the isocyanide-derived secondary amide onto an alcohol to give a seven-membered ring was unprecedented. Also enantiopure products have been prepared by using chiral amino alcohols.
First report on bio-catalytic N-formylation of amines using ethyl formate
Patre, Rupesh E.,Mal, Sanjib,Nilkanth, Pankaj R.,Ghorai, Sujit K.,Deshpande, Sudhindra H.,El Qacemi, Myriem,Smejkal, Tomas,Pal, Sitaram,Manjunath, Bhanu N.
supporting information, p. 2382 - 2385 (2017/02/23)
A bio-catalyzed N-formylation reaction of different amines has been developed using ethyl formate as a formylating agent. This protocol provides a facile and convenient strategy featuring mild reaction conditions, high efficacy, a broad substrate scope and recyclability of lipase. This method also works on a large scale in high yield.
Efficient isocyanide-less isocyanide-based multicomponent reactions
Neochoritis, Constantinos G.,Stotani, Silvia,Mishra, Bhupendra,D?mling, Alexander
supporting information, p. 2002 - 2005 (2015/04/27)
Isocyanides are the Jekyll and Hyde of organic chemistry allowing for extremely interesting transformations that are not only extremely odorous but also noxious. Therefore, an isocyanide-less isocyanide-based multicomponent reaction (IMCR) has been developed, and this protocol is expected to replace many of the old procedures in the future not only in IMCR but in other areas of organic chemistry as well.
Design of Inhibitors from the Three-Dimensional Structure of Alcohol Dehydrogenase. Chemical Synthesis and Enzymatic Properties
Freudenreich, Charles,Samama, Jean-Pierre,Biellmann, Jean-Francois
, p. 3344 - 3353 (2007/10/02)
Inhibitors of liver alcohol dehydrogenase were designed from the three-dimensional structure of the enzyme.The ligand to the catalytic zinc ion is an amide group or, better, a formamide group.With the latter function, a hydrogen bond between the NH group and the hydroxyl group of Ser-48 may be formed.The hydrophobic substrate binding site brings structural restraints. α-ω bifunctional molecules show good inhibitory properties possibly due to the interactions with polar residues at the entrance of the substrate binding site.
