Refernces
10.1002/anie.201915075
The study presents a novel method for synthesizing alternating copolymers composed exclusively of acrylamide units. The key to this synthesis is a specially designed divinyl monomer that includes acrylate and acrylamide moieties connected by two activated ester bonds. This design enables a "selective" cyclopolymerization process, where intramolecular and intermolecular propagation occur alternately under dilute conditions. The resulting cyclopolymer can then be transformed into alternating copolymers by reacting with various amines, yielding different acrylamide units in an alternating sequence. The study demonstrates the synthesis of ten types of alternating copolymers, some of which exhibit unique properties in solution and bulk, distinct from random copolymers. These properties are attributed to the alternating sequence of the copolymers. The chemicals involved include the divinyl monomer with activated ester bonds, amines for the cleavage reactions, and various acrylamide units that form the final copolymers. The study highlights the potential for creating sequence-controlled synthetic polymers with properties similar to natural polymers.
10.1016/S0008-6215(00)81869-8
The research aimed to synthesize and evaluate 2-substituted fortimicins, a class of aminocyclitol antibiotics, through the ring-opening of 2-deoxy-1,2-epimino-2-epi-fortimicin B and nucleophilic displacements of 2-O-(methylsulfonyl)fortimicin derivatives. The study concluded that the stereochemistry of the azide displacements with different Zmethanesulfonates had a conformational basis, and several 2-substituted fortimicins were prepared and tested for antibacterial activity. Key chemicals used in the process included chloride, azide, cyanide, N-dimethylformamide, and various fortimicin derivatives, as well as reagents like Girard’s reagent T and N-(N-benzyloxycarbonylglycyloxy)succinimide.
10.1055/s-1993-26018
The research aimed to reinvestigate the Stork-Ninomiya aza-annulation reaction and the subsequent stereospecific reduction of 1,4,5,6-tetrahydrobenzo[l]quinolin-3(2H)-ones using a triethylsilane-trifluoroacetic acid reagent system. The study sought to determine the chemical nature of the products formed during the aza-annulation reaction and to understand the stereochemical course of the reduction process. The researchers found that the reduction of the double bond in the aza-annulation products was not as stereospecific as previously claimed, due to the presence of positional isomers and possible tautomeric equilibria. The study used various chemicals, including β-tetralone pyrrolidine enamines, acrylamide, triethylsilane, trifluoroacetic acid, and lithium aluminum hydride, among others, to synthesize and reduce the target compounds.
10.1246/bcsj.60.2079
The research aimed to synthesize and investigate the biological activities of 7'-phenylfortimicin A and 7'-phenyl-6'-epifortimicin A, which are derivatives of the antibiotic fortimicin. The researchers synthesized these compounds by condensing newly prepared sugars with 2,5-di-O-benzoyl-1,4-bis[N-(methoxycarbonyl)]fortamine B, followed by deprotection. Key chemicals used in the synthesis included 1-O-acetyl-2,6-bis(2,4-dinitrophenylamino)-2,3,4,6,7-pentadeoxy-7-phenyl-L-lyxo-heptopyranose, -D-ribo-heptopyranose, and various reagents for acetylation, hydrogenation, and protection steps. The study found that 7'-phenylfortimicin A exhibited slightly weaker antibacterial activity compared to fortimicin A against many microorganisms, while 7'-phenyl-6'-epifortimicin A showed even weaker activity. The research concluded that modifications to the diamino sugar moiety of fortimicin, such as the introduction of a phenyl group, can influence its biological activity, providing insights into the structure-activity relationship of this class of antibiotics.
10.1021/ol503486t
The study reports an efficient and facile method for synthesizing acrylamide libraries from a diverse range of amine fragments using a solid-supported quaternary amine base, specifically ion-exchange resin Amberlyst A26 (OH-form). The acrylamide-modified fragments are used in a kinetic template-guided tethering (KTGT) strategy to discover fragments that bind to defined protein surfaces. The researchers initially attempted standard acylation conditions using acryloyl chloride and triethylamine but encountered low success rates and yields due to acrylamide polymerization and side product formation. By employing Amberlyst A26, they were able to scavenge the HCl generated during the reaction without reacting with acryloyl chloride, thus preventing unwanted side products and achieving higher yields and success rates. This method allowed for the rapid generation of acrylamide libraries suitable for KTGT screening campaigns, enabling the inclusion of greater chemical diversity in the library and offering potential for the development of covalent inhibitors against therapeutic targets.
T
T:Toxic;
