Top Picks: new discover of (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one

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A modular stereoselective synthesis of the vesicular monoamine transport inhibitors (+)-tetrabenazine ((+)-1) and (+)-alpha-dihydrotetrabenazine ((+)-2) has been developed. The approach is based on amine 4 and acid 5 as the key building blocks, which were elaborated into macrolactam 3 by amide coupling and a subsequent highly E-selective RCM reaction. Macrolactam 3 could be converted into tetrabenazine in three known steps.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2169NO – PubChem

 

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6-Hydroxy-(4E)-sphingenine-containing sphingolipids are found in mammalian and bacterial membranes and have multiple intra- and intercellular functions. Most sphingolipids contain a (2S,3R)-2-amino-1,3-diol core structure, but only limited examples of unnatural (2S,3S)-2-amino-1,3-diol derivates have so far been reported. Using an underexplored hydrozirconation-transmetalation reaction and an unusual three-step-one-pot deprotection sequence, we were able to synthesize several unnatural (2S,3S)-6-hydroxy-(4E)-sphingenine-containing sphingolipids in only three (protected) or four (deprotected) consecutive steps, respectively, including a fluoresence-labeled derivative suitable for future biological studies.

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Simple exploration of Isoxazolidin-3-one

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According to Deslongchamps’ theory of stereoelectronic control, preferentioal cleavage of a tetrahedral intermediate occurs when there are two lone pairs antiperiplanar to the leaving group.For reasons presented (Perrin and Arrhenius, J.Am.Chem.Soc. 1982, 104, 2839), product studies of hydrolysis of cyclic amidines can test this theory, and initial results supported it.However, those results are ambiguous, owing to a mismatch of leaving abilities.We now find that hydrolysis of three six-membered ring amidines bearing matched leaving groups produces predominantly aminoamide, the product of ring cleavage, and only 3-9percent lactam, as expected from the theory.In contrast, hydrolysis of three five- or seven-membered ring amidines produces substantial (ca. 50percent) lactam.Despite attempts to accomodate these results to the theory, it is concluded that there is no general requirement for two lone pairs antiperiplanar to the leaving group and that stereoelectronic control, even in six-membered ring amidines, contributes less than 2 kcal/mol.

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Extracurricular laboratory:new discovery of (R)-4-Benzyl-2-oxazolidinone

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Described herein are inhibitors of FGFR-4, pharmaceutical compositions including such compounds, and methods of using such compounds and compositions.

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144542-43-8, Name is (R)-Methyl 2-oxooxazolidine-4-carboxylate, belongs to oxazolidine compound, is a common compound. Related Products of 144542-43-8In an article, once mentioned the new application about 144542-43-8.

A planar chiral ferrocene derivative Fc-DHIPOH served as an excellent N,O- chiral ligand for asymmetric copper catalyzed 1,4-addition of glycine derivatives to alkylidene malonates. The corresponding 1,4-adducts were obtained in high yields with excellent enantioselectivities up to 95% ee.

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N-Acyl oxazolidinones of simple carboxylic acids and amino acids were observed to undergo successful SmI2-promoted couplings with substituted acrylamides and acrylates, affording a variety of functionalized gamma-ketoamides and -esters with yields attaining 85%. As many of these reductive couplings were previously found to be ineffective employing the corresponding 4-pyridylthio esters, the applicability of this methodology has been substantially improved. The methodology has been adapted to prepare structures related to two potent aspartate protease inhibitors, the renin inhibitor aliskiren, and the gamma-secretase inhibitor L-685,458. Finally, a convenient two-step procedure for the preparation of N-acyl oxazolidinones of N-protected amino acids, which provides consistently good yields of the corresponding imide, has been devised.

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The present invention relates to compounds of general Formula (I), uses of the compound of general Formula (I) for use in the treatment or prophylaxis of a disorder of the human or animal body, and pharmaceutical compositions comprising a therapeutically effective amount of the compounds of general Formula (I) as active ingredients.

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While the job of a research scientist varies, most chemistry careers in research are based in laboratories, where research is conducted by teams following scientific methods and standards.”Electric Literature of 102029-44-7

A short, convergent and general strategy for stereoselective total synthesis of biologically active alpha-substituted gamma-hydroxymethyl gamma-lactone based natural products cananginone C and debilisone A has been developed. The salient features of this synthesis include Cadiot-Chodkiewicz coupling, Evans allylation, Sharpless asymmetric dihydroxylation and gamma-lactonization. The originally proposed structure of debilisone A has been revised.

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The invention relates to a new control or inhibit indocyanine 2, 3 – dioxygenase (IDO) activity of the benzimidazole derivatives, their preparation and their application in medicine and pharmacology. Specifically, the invention relates to a compound of general formula (I) compound of formula and its pharmaceutically acceptable salt, containing the compound or its pharmaceutically acceptable salt of the pharmaceutical composition, the use of the compound or its pharmaceutically acceptable salts for treating and/or preventing the relevance of the IDO-mediated disease, especially a tumor of the method and the compound or its pharmaceutically acceptable salts thereof. The invention also relates to the compound or its pharmaceutically acceptable salt or containing the compound or its pharmaceutically acceptable salts for the preparation of a pharmaceutical composition for treating and/or preventing the relevance of the IDO-mediated disease, in particular of the use of the drug in the tumor. Wherein the general formula (I) of each substituent is as defined in the specification. (by machine translation)

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Described are processes for the synthesis of certain compounds, useful for treating diseases, e.g. eye disease, such as glaucoma and ocular hypertension, in a subject.

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