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Versatile approach for the synthesis of novel seven-membered iminocyclitols via ring-closing metathesis dihydroxylation reaction

Seven-membered iminocyclitols with diverse diastereomers were prepared starting with D- and L-serines and employing ring-closing olefin metathesis and dihydroxylation reaction sequence. The iminocyclitols were assayed for glycosidase inhibition and compound 20 was found to be a competitive inhibitor for beta-glucosidase with Ki 26.3muM.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1475NO – PubChem

 

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Metal-catalyzed radical-type transformation of unactivated alkyl halides with C-C bond formation under photoinduced conditions

Recent advances in the metal-catalyzed radical-type transformation of unactivated alkyl halides with C-C bond formation under photoinduced conditions are summarized. In general, an alkyl radical is generated as the key intermediate under visible light irradiation from unactivated alkyl halides. Different metal catalysts including Pd, Cu, Mn, Au, and Ir are reported to promote the conversion effectively. Additionally, a strategy by merging photoredox and transition metal catalysis is successfully applied in the cross-electrophile coupling of alkyl halides. During the reaction process, the undesired beta-hydride elimination is suppressed. Usually, a broad reaction scope is observed, including tertiary, secondary, and primary alkyl halides, with good functional group compatibility.

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INDOLES

A 1,4-substituted cyclic amine derivative represented by the following formula or a pharmacologically acceptable salt thereof: wherein A, B, C, D, T, Y, and Z each represent a methine or a nitrogen linkage; R1, R2, R3, R4, and R5 each represent a substituent; n represents 0 or an integer of 1 to 3; m represents 0 or an integer of 1 to 6; and p represents an integer of 1 to 3. The compounds have serotonin antagonism. They are therefore clinically useful as medicaments, in particular, for treating, ameliorating, and preventing spastic paralysis. They are also useful as central muscle relaxants for ameliorating myotonia.

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Chiral holmium complex-catalyzed Diels-Alder reaction of silyloxyvinylindoles: Stereoselective synthesis of hydrocarbazoles

The catalytic and asymmetric cycloaddition between 3-[1-(silyloxy)vinyl] indoles and electron-deficient olefins gave substituted hydrocarbazoles in up to 99% yield and 94% ee. This reaction was catalyzed by a novel chiral holmium(III) complex. Alkylation of the cycloadduct gave a tricyclic compound with four continuous chiral centers, one of which was a quaternary carbon.

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The important role of 5-(Chloromethyl)oxazolidin-2-one

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Quinoline-aminomethyl-pyridyl derivatives with anti-helicobacter activity

Compounds of formula (I) in which the substituents and symbols have the meanings indicated in the description, are suitable for the control of Helicobacter bacteria.

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Synthesis, spectroscopic characterization, and in vitro antibacterial evaluation of novel functionalized sulfamidocarbonyloxyphosphonates

Several new sulfamidocarbonyloxyphosphonates were prepared in two steps, namely carbamoylation and sulfamoylation, by using chlorosulfonyl isocyanate (CSI), alpha-hydroxyphosphonates, and various amino derivatives and related (primary or secondary amines, beta-amino esters, and oxazolidin-2-ones). All structures were confirmed by 1H, 13C, and 31P NMR spectroscopy, IR spectroscopy, and mass spectroscopy, as well as elemental analysis. Eight compounds were evaluated for their in vitro antibacterial activity against four reference bacteria including Gram-positive Staphylococcus aureus (ATCC 25923), and Gram-negative Escherichia coli (ATCC 25922), Klebsiella pneumonia (ATCC 700603), Pseudomonas aeruginosa (ATCC 27853), in addition to three clinical strains of each studied bacterial species. Compounds 1a?7a and 1b showed significant antibacterial activity compared to sulfamethoxazole/trimethoprim, the reference drug used in this study.

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“Click” synthesis of small molecule probes for activity-based fingerprinting of matrix metalloproteases

By using “Click Chemistry”, we achieved the facile synthesis of various affinity-based hydroxamate probes that enable generation of activity-based fingerprints of a variety of metalloproteases, including matrix metalloproteases (MMPs), in proteomics experiments. The Royal Society of Chemistry 2006.

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Imidazolium and Potassium Hydrogen Carbonate Salts as Ecofriendly Organocatalysts for Oxazolidinone Synthesis

Although oxazolidinones are valuable intermediate compounds for industrial applications, no synthetic method is suitable for their production on a large scale owing to the use of reagents/catalysts that are hazardous or toxic to human health or ecotoxic for the environment. In this manuscript, we describe new and efficient catalysts, that is, the nontoxic hydrogen carbonate anion in combination with a potassium or diisobutylimidazolium ([iBu2IM]) countercation, for the conversion of beta-amino alcohols into cyclic oxazolidinones in high yields of 69 to 90 %. Depending on the catalytic conditions, both catalysts could be easily recovered from the crude reaction products and reused several times without a decrease in their catalytic performance. Furthermore, the imidazolium cation is a renewable catalyst, because its preparation requires less than 10 % of carbon fossil sources.

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NOVEL MACROCYCLES AS FACTOR XIA INHIBITORS

The present invention provides compounds of Formula (Ia): or a stereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof, wherein all the variables are as defined herein. These compounds are selective factor XIa inhibitors or dual inhibitors of FXIa and plasma kallikrein. This invention also relates to pharmaceutical compositions comprising these compounds and methods of treating thromboembolic and/or inflammatory disorders using the same.

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Heteroaromatic side-chain analogs of pregabalin

A series of heteroaromatic analogs of pregabalin has been identified that possess anticonvulsant activity in the DBA/2 mouse model. The methods of synthesis and preliminary pharmacology are discussed herein.

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