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Reaction of 2-{[2-(ethenyloxy)ethoxy]methyl}oxirane with oxazolidin-2-ones

Reactions of 2-{[2-(ethenyloxy)ethoxy]methyl}oxirane with N-unsubstituted oxazolidin-2-ones give mixtures of isomeric 3-{3-[2-(ethenyloxy)ethoxy]-2-hydroxypropyl}- and 5-{[2-(ethenyloxy)ethoxy]- methyl}-3-(2-hydroxyalkyl)oxazolidin-2-ones. If the initial oxazolidin-2-one contains two alkyl groups on C4, 3-{3-[2-(ethenyloxy)ethoxy]-2-hydroxypropyl}oxazolidin-2-ones are selectively formed.

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Novel synthesis of 3-aminopropionitriles by ring opening of 2-oxazolidinones with cyanide ion

Nucleophilic attack of cyanide ion on the 5-position of 2-oxazolidinones in the presence of 18-crown-6 gave 3-aminopropionitriles.

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The Use of 2-Oxazolidinone as a Latent Aziridine Equivalent. I. A Facile Method for the Preparation of 2-Substituted Oxazolines

Ring-opening reaction of 2-oxazolidinone with acid chlorides followed by treatment with aqueous sodium hydroxide yields 2-substituted oxazolines.

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The design and optimization of a series of 2-(pyridin-2-yl)-1H-benzimidazole compounds as allosteric glucokinase activators

The optimization of a series of benzimidazole glucokinase activators is described. We identified a novel and potent achiral benzimidazole derivative as an allosteric GK activator. This activator was designed and synthesized via removal of the chiral center of the lead compound, 6-(N-acylpyrrolidin-2-yl)benzimidazole. The activator exhibited good PK profiles in rats and dogs, and significant hypoglycemic efficacy at 1 mg/kg po dosing in a rat OGTT model. The binding site and binding mode of the benzimidazole class of GKA with GK protein was confirmed by X-ray crystallographic analysis.

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Compositions and methods for detection of chromosomal aberrations with novel hybridization buffers

The present invention provides compositions and methods for the detection of nucleic acid sequences associated with chromosomal aberrations. The invention may, for example, eliminate the use of or reduce the dependence on formamide in hybridization. Compositions for use in the invention include an aqueous composition comprising at least one nucleic acid sequence and at least one polar aprotic solvent in an amount effective to denature double-stranded nucleotide sequences.

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Identification and characterization of chemically masked derivatives of pseudoephedrine, ephedrine, methamphetamine, and MDMA

The emergence of chemically masked illicit drugs represents a challenge to global initiatives that are working to prevent their manufacture and distribution. Targeted analytical techniques currently used by law enforcement to identify unknown materials rely on spectroscopic and spectrophotometric databases that do not currently include some of these compounds, making their identification challenging. This study aimed to update compound spectral libraries to aid in the rapid detection and identification of these masked drugs, as well as to provide insight into their synthetic procedures. Five commonly employed protecting groups, acetyl, p-tosyl, methoxycarbonyl, Fmoc, and t-Boc, were appended to pseudoephedrine, ephedrine, methamphetamine, and MDMA. Characterization was carried out using NMR, GC-MS, FTIR, high-resolution LC-MS/MS, and common screening color tests. Some of the methoxycarbonyl and t-Boc derivatives and all of the Fmoc derivatives showed partial or full thermal degradation or rearrangement during GC-MS analysis, while LC-MS/MS analysis did not always show characteristic fragmentation that would allow unambiguous assignment of the structure. Restricted rotation in some of the derivatives meant that NMR assignments could only be made using NMR spectra acquired at elevated temperature. Therefore, GC-MS and LC-MS/MS analyses serve complementary roles for these derivatives, with NMR providing confirmation of structure for the pure materials if necessary.

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Ynamide Preactivation Allows a Regio- and Stereoselective Synthesis of alpha,beta-Disubstituted Enamides

A novel ynamide preactivation strategy enables the use of otherwise incompatible reagents and allows preparation of alpha,beta-disubstituted enamides with high regio- and stereoselectivity. Mechanistic analysis reveals the intermediacy of a triflate-bound intermediate as a solution-stable, effective keteniminium reservoir, whilst still allowing subsequent addition of organometallic reagents.

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Formation of Cyclic Urethanes from Amino Alcohols and Carbon Dioxide Using Phosphorus(III) Reagents and Halogenoalkanes

Cyclic urethanes are obtained in good yields under mild conditions from amino alcohols and carbon dioxide using phosphorus(III) reagents and halogenoalkanes (CCl4 and CCl3CCl3).

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Ceria nanoparticles as heterogeneous catalyst for CO2 fixation by omega-aminoalcohols

In contrast to gamma-Al2O3, TiO2, ZrO2, MgO and Y2O3, CeO2 is a reusable catalyst for the reaction of CO2 with omega-aminoalcohols to form cyclic carbamates; the highest yield (68%) was obtained for the preparation of N-alkyl 1,3-oxazolidin-2-ones from N-alkyl ethanolamines.

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Preparation of N- and S-1,2-ethylenically unsaturated organic compounds

The invention is a process for the preparation of a N- or S-1,2-ethylenically unsaturated organic compound which comprises (a) contacting a N- or S-silylated organic compound with an aldehyde, wherein the aldehyde has a hydrogen atom bonded to the carbon adjacent to the carbonyl moiety, at elevated temperatures under conditions such that a N- or S-1-siloxyalkyl-substituted organic compound is prepared; and (b) pyrolyzing the N- or S-1-siloxyalkyl-substituted organic compound under conditions such that the siloxy moiety is elminated to prepare a N- or S-1,2-ethylenically unsaturated compound.

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