Some scientific research about (R)-4-Benzyl-2-oxazolidinone

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Studies toward the total synthesis of sorangiolides and their analogues. A convergent stereoselective synthesis of the macrocyclic lactone precursors

Stereosetective synthesis of the fully protected 18-membered macrocyclic lactones as the immediate precursors of the natural products, sorangiolides A and B, is described. The key steps used in the synthesis include the sp 3-hybridized carbon-carbon Fu cross coupling, the stereosetective Evans’ aldol reaction with 1,5-anti induction, the 1,3-diastereoselective syn reduction of a beta-hydroxyketone intermediate, and Mukaiyama macrolactonization reactions.

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Archives for Chemistry Experiments of Oxazolidin-2-one

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Fishing with copper acetylides: Selective alkynylation of heteronucleophiles

Copper acetylides are readily available and especially convenient reagents for the alkynylation of a broad range of heteronucleophiles. Upon simple activation with molecular oxygen in the presence of suitable ligands and solvents, they readily transfer their alkyne moiety at room temperature, notably yielding a variety of nitrogen- and phosphorus-substituted alkynes. We report in this manuscript an extensive study of the chemoselectivity of this alkynylation based on quantitative 13C NMR analyses. With suitable ligand/solvent combinations, various phosphorus-based nucleophiles can be alkynylated with excellent levels of selectivity, even in the presence of a large excess of a nitrogen-nucleophile. This chemoselective alkynylation could be further extended to an even more challenging selective alkynylation of a nitrogen-nucleophile over another one, further highlighting the synthetic potential of copper acetylides as alkynylating agents that can selectively ?fish? a nucleophile without affecting others.

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More research is needed about (S)-4-Phenyl-3-propionyloxazolidin-2-one

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Novel approach to stereoselective synthesis of (E)/(Z)-(N-acyl-oxazolidinone)-eneglycinates

(E)-(N-Acyl-oxazolidinone)-eneglycinates were synthesized with high stereoselectivity and in good yield by condensation of aldehydes with glycinates. (Z)-Eneglycinates could be prepared in high purity and moderate yield by transformation of (E)-eneglycinates under mild conditions. The effect on the (E)/(Z)-configuration of eneglycinates of steric hindrance by I¡À-substituents on the aldehyde was also examined. The software MMFF94 was used to explain the transformation of the thermodynamic product into the kinetic product and a plausible mechanism is given.

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Extracurricular laboratory:new discovery of 102029-44-7

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Total synthesis of nafuredin, a selective NADH-fumarate reductase inhibitor.

[structure: see text] Total synthesis of nafuredin, a selective NADH-fumarate reductase inhibitor, has been accomplished by a convergent approach. The C1-C8 and C9-C18 segments were derived efficiently from D-glucose and (S)-(-)-2-methyl-1-butanol, respectively, coupled by stereoselective Julia olefination, and converted to nafuredin.

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Can You Really Do Chemisty Experiments About 173604-33-6

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A new methodology for the synthesis of beta-amino acids

A differentially functionalized succinic acid unit 6 undergoes alkylation with excellent regio- and high stereocontrol at the carbon alpha to the imide to furnish the alkylated product 7 in 60-83% yield. Selective removal of the imide provides 8 in 80-90% yields. Curtius rearrangement of 8 with retention of stereochemistry provides N-protected beta-amino acids (9) in 70-83% yields. Alternatively, selective deprotection of the ester group followed by Curtius rearrangement provides isomeric beta-amino acids 14a, 14b, and 14e in good yields. The methodology has been successfully applied to the synthesis of N-Boc-iturinic acid and 2-methyl-3-aminopropanoic acid, components of the antifungal peptide iturin and the cytotoxic depsipeptide cryptophycin respectively.

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The important role of 102029-44-7

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Diastereoselective synthesis of fused lactone-pyrrolidinones; Application to a formal synthesis of (-)-salinosporamide a

A mild, diastereoselective synthesis of fused lactone-pyrrolidinones using an oxidative radical cyclization is reported. The methodology is demonstrated in a formal synthesis of (-)-salinosporamide A.

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Extended knowledge of 5,5-Dimethyloxazolidine-2,4-dione

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Photographic yellow dye-forming couplers

A photographic element comprises a light sensitive silver halide emulsion layer having associated therewith an open chain alpha-carbonyl acetanilide yellow dye-forming coupler having the formula: wherein R1is selected from the group consisting of alkyl, aryl, heterocyclic, and amino groups, provided that R1may form a ring bonded to another carbon atom which is a member of Ring “A”; each R2is independently selected from the group consisting of those substituents having a Hammett’s sigma value of 0 or less, and m is from 0 to 4; each R3and R4for each of the n carbon atoms is independently selected from the group consisting of hydrogen, alkoxy, aryl, heterocyclic, aryloxy, and alkyl groups, and n is 0 to 16; each R5independently selected from the group consisting of amino, alkyl groups, and groups linked to the “B” ring by oxygen or sulfur, and p is 1 to 3, provided that two R5groups may join to form a ring; R6is selected from the group consisting of alkyl, aryl, and amino groups; each L is independently a divalent linking group and q is 0 to 3; and Ring “A” is bonded indirectly to the 3-, 4-, or 5-position of Ring “B”; and Z is hydrogen, or a group capable of coupling-off when the coupler reacts with an oxidized color developing agent.

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Archives for Chemistry Experiments of (R)-4-Benzyl-2-oxazolidinone

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Oxazolidinone penetration enhancing compounds

Compositions for carrying physiologically active agents through body membranes having the structural formula I: STR1 where: R=H, Alkyl group containing from 1-18 carbon atoms, cycloalkyl, aryl, aralkyl, alkoxy, hydroxyalkyl, alkoyloxyalkyl, acyloxyalkyl and alkoxyalkyl; X=O and NR1, where R1 is selected from H, alkyl, aralkyl acyl group containing from 1-18 carbon atoms, cycloalkyl, hydroxyalkyl, alkoyloxyalkyl acyloxyalkyl and alkoxyalkyl; Y=O and NR2, where R2 is selected from H, alkyl, aralkyl, cycloalkyl, acyl group containing from 1-18 carbon atoms, hydroxyalkyl, alkoyloxyalkyl, acyloxyalkyl and alkoxyalkyl; m=2-4; and n=0-4, are disclosed.

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Discovery of (R)-4-Benzyl-2-oxazolidinone

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Chiral electrophilic ‘glycinal’ equivalents. New synthons for optically active alpha-amino acids and 4-substituted 2-oxazolidinones

The thermal reaction of 3-[(1S)-2-alkoxy-1-apocamphanecarbonyl]-2-oxazolones (21a-c) with dialkyl azodicarboxylates (9) results in exclusive formation of [4 + 2] type cycloadducts (22 and 23) with moderate levels of diastereofacial selection (up to 72% d.e.). The diastereomers thus obtained were readily purified and subsequent treatment with acidic methanol followed by removal of the auxiliary with LiBH4/MeOH (1:2) gave optically pure 4-methoxy-5-hydrazino-2-oxazolidinones (26 and 27), which serve as alpha-aminoaldehyde templates useful for the synthesis of a wide variety of optically active alpha-amino acids as well as 4-alkyl and 4-aryl-2-oxazolidinones.

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The Absolute Best Science Experiment for 3190-70-3

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New amphiphilic biodegradable beta-cyclodextrin/poly(l-leucine) copolymers: Synthesis, characterization, and micellization

A new amphiphilic biodegradable beta-cyclodextrin/poly(l-leucine) (beta-CD-PLLA) copolymer was synthesized by ring-opening polymerization of N-carboxy-l-alanine anhydride (LL-NCA) in N,N-dimethylformamide (DMF) initiated by mono-6-amino-beta-cyclodextrin (H2N-beta-CD). The structures of the copolymers were determined by IR, 1H NMR and GPC. The fluorescence technique was used to determine the critical micelle concentrations (CMC) of copolymer micelle solution. The diameter and distribution of micelles were characterized by dynamic light scattering (DLS) and its shape was observed by transmission electron microscopy (TEM). The results showed that LL-NCA could be initiated by H2N-beta-CD to produce the copolymer. These copolymers could self-assemble into nano-micelles in water. The CMC of copolymer solution and the size of micelle reduced with increasing proportion of the hydrophobic part. TEM images demonstrated the micelles are all spherical. Such block copolymers could be expected to find applications in drug delivery systems and other biomedical fields.

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