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DCC/DMAP-Mediated Coupling of Carboxylic Acids with Oxazolidinones and Thiazolidinethiones

Dicyclohexylcarbodiimide and catalytic dimethylaminopyridine were successfully used in the coupling of carboxylic acids with oxazolidinones and thiazolidinethiones. The acylated products were obtained in good yields.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H302NO – PubChem

 

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Heterobiaryl human immunodeficiency virus entry inhibitors

Previously disclosed HIV (human immunodeficiency virus) attachment inhibitors, exemplified by BMS 806 (formally BMS378806, 1), are characterized by a substituted indole or azaindole ring linked to a benzoylpiperazine via a ketoamide or sulfonamide group. In the present report, we describe the discovery of a novel series of potent HIV entry inhibitors in which the indole or azaindole ring of previous inhibitors is replaced by a heterobiaryl group. Several of these analogues exhibited IC50 values of less than 5 nM in a pseudotyped antiviral assay, and compound 13k was demonstrated to exhibit potency and selectivity similar to those of 1 against a panel of clinical viral isolates. Moreover, current structure-activity relationship studies of these novel biaryl gp120 inhibitors revealed that around the biaryl, a fine crevice might exist in the gp120 binding site. Taken in sum, these data reveal a hitherto unsuspected flexibility in the structure-activity relationships for these inhibitors and suggest new avenues for exploration and gp120 inhibitor design. 2009 American Chemical Society.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H774NO – PubChem

 

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Substituted aryl piperazines as neurokinin antagonists

Disclosed are substituted aryl piperazines of Formula I STR1 are tachykinin receptor antagonists useful in the treatment of inflammatory diseases, pain or migraine, asthma and emesis. In particular compounds of Formula I are shown to be neurokinin antagonists.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H63NO – PubChem

 

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Organic polymers and novel polymerizable compound

Organic polymers having water contact angles of 20 or smaller, preferably 7 or smaller and equipped with both high wettability and high transparency. The organic polymers may contain as partial structures polar structures of about 3 debyes or higher in dipole moment and are available especially from polymerization of polymerizable compounds having alkylene(thio)urea structures.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H148NO – PubChem

 

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Synthesis of N-(iodophenyl)-amides via an unprecedented Ullmann-Finkelstein tandem reaction

Using a new Ullmann-Finkelstein tandem reaction, N-(iodophenyl)-amides were synthesized from the corresponding amides and iodo-bromobenzenes. The catalyst/ligand couple CuI/N,N?-dimethyl-cyclohexane-1,2-diamine was used for this reaction in dioxane with K3PO4 as base.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1066NO – PubChem

 

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Thermal degradation on already oxidatively degraded solutions

CO2 capture with alkanolamines has been in use since 1930, where 2-ethanolamine (MEA) is the most studied absorbent for post-combustion. In order to prevent degradation, it is important to understand the degradation mechanisms, which in turn requires knowledge of both stoichiometry and kinetics of the reactions and chemical pathways associated with degradation. In the present work thermal degradation with CO2 in closed cylinders at 135C is performed on already oxidatively degraded solutions from both an open batch and a closed batch setup. Thermal degradation with CO2 on oxidatively degraded solutions seems to give typical thermal degradation compounds.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1095NO – PubChem

 

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Substrate-directable heck reactions with arenediazonium salts. The regio- and stereoselective arylation of allylamine derivatives and applications in the synthesis of naftifine and abamines

The palladium-catalyzed, substrate-directable Heck-Matsuda reaction of allylamine derivatives with arenediazonium salts is reported. The reaction proceeds under mild conditions, with excellent regio- and stereochemical control as a function of coordinating groups present in the allylamine substrate. The distance between the olefin moiety and the car-bonylic system seems to play a key role regarding the regiocontrol. The method presents itself as robust, as simple to carry out, and with wide synthetic scope concerning the allylic substrates and the type of arenediazonium employed. The synthetic potential of the method is illustrated by the short total syntheses of the bioactive compounds naftifine, abamine, and abamine SG.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H911NO – PubChem

 

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Influence of experimental setup on amine degradation

Chemical stability of amines under CO2 capture conditions is a well known problem both for process operability and related to economy and environmental issues. Many degradation studies have been conducted under different conditions and in different apparatuses. In this work the chemical stability of a set of amines and their degradation products using 3 different setups have been studied. A new degradation compound for 2-ethanolamine (MEA), N-(2-hydroxyethyl)-2-[(2-hydroxyethyl)amino]-acetamide (HEHEAA) was quantified resulting in a total of 21 degradation compounds for MEA. Liquid phase metal and gas phase oxygen concentrations, temperature and volatility of degradation products (intermediates) all influence degradation and differences in results from the various apparatuses are observed. Conditions favouring formation of primary degradation compounds are difficult to identify and explain, but generally low metal and oxygen concentrations and temperature reduce their formation. For some of the secondary degradation compounds volatility of intermediates was an issue and higher formation rates were seen in the closed setup which preserved more of these products in the solvent compared to the open setup with gas throughput. Amines believed to form volatile degradation compounds showed lower chemical stability in the open setup compared to the closed setup. A new mechanism for the important degradation product N-(2-hydroxyethyl)-glycine (HEGly) is suggested.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1094NO – PubChem

 

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Highly enantioselective Diels Alder reactions of Danishefsky type dienes with electron-deficient alkenes catalyzed by Yb(III)-BINAMIDE complexes

1-Methoxy-3-trimethylsiloxy-1,3-butadiene (Danishefsky-s diene) is recognized as a synthetically useful diene due to its high reactivity in the Diels-Alder reaction with electron-deficient alkenes to give oxygen-functionalyzed cyclohexenes and substituted cyclohexenones, which are important building blocks for the total synthesis of natural products. However, the development of catalytic enantioselective versions of Diels-Alder reactions using Danishefsky type dienes with electron-deficient alkenes has been difficult because of the instability of the dienes under Lewis acidic conditions. Only highly reactive C=O and C=N double bonds are employed in a hetero-Diels-Alder reaction which proceeds under catalysis of chiral Lewis acids. We have developed a new chiral ligand, BINAMIDE, which is easily prepared from 1,1?-binaphtyl-2,2?-diamine by acylation. The highly diastereo- and enantioselective Diels-Alder reaction of Danishefsky type dienes with electron-deficient alkenes in the presence of an Yb(III)-BINAMIDE complex has been developed. The reaction proceeded in an exoselective mode and gave chiral highly functionalized cyclohexene derivatives in good yields. Copyright

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1027NO – PubChem

 

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Catalytic enantioselective intramolecular redox reactions: Ring-fused tetrahydroquinolines

(Chemical Equation Presented) The first example of a catalytic enantioselective intramolecular hydride shift/ring closure reaction is reported. This redox neutral reaction cascade allows for the efficient formation of ring-fused tetrahydroquinolines in high enantioselectivities.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H849NO – PubChem