New explortion of Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate

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Preparation of the 4-Ethylamino Sugar of Calicheamicin: Assignment of Absolute Configuration

The absolute configuration of the 4-ethylamino sugar of calicheamicin is established to be 3S,4S by comparison with material obtained from asymmetric synthesis from L-serine.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2524NO – PubChem

 

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Total synthesis and absolute stereochemical assignment of (+)- and (-)-galbulimima alkaloid 13

We describe the total synthesis of (+)- and (-)-galbulimima alkaloid 13. The absolute stereochemistry of natural (-)-galbulimima alkaloid 13 is revised to 2S. Sequential use of catalytic cross-coupling and cross-metathesis reactions followed by an intramolecular Diels-Alder reaction provided the required trans-decalin AB-ring system and masked the C16 carbonyl as an N-vinyl carbamate for late-stage unveiling in the form of the necessary C16 enone. A vinyl radical cyclization secured the C-ring, while successful execution of our strategy for introduction of the CDE-ring system in complex galbulimima alkaloids provided the target pentacycle with complete diastereoselection. Copyright

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Haloalkylaminomethyl-2-nitro-1H-imidazoles

The present invention is novel nitroimidazoles useful as radiosensitizing or chemosensitizing agents in the treatment of hypoxic tumor cells. Also, the present invention is a novel process for preparing both known and novel nitroimidazoles having novel intermediates. The process advantageously reduces the number of process steps, provides increased yield with both greater safety and greater control of stereo-isomerism in the products.

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alpha,omega-Di(vinylene carbonate) telechelic polyolefins: Synthesis by metathesis reactions and studies as potential precursors toward hydroxy-oxazolidone-based polyolefin NIPUs

Current polyurethane (PU) industrial and academic research aims at developing non-isocyanate PUs, referred to as NIPUs. Within this context, we report herein the synthesis of original vinylene carbonate (VC) compounds, subsequently used as chain-transfer agents (CTAs) towards the preparation of alpha,omega-di(VC) telechelic (co)polyolefins from the tandem ring-opening metathesis polymerization (ROMP)/cross-metathesis (CM) of cyclic olefins. Thus, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl acrylate (VC1), bis((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) fumarate (VC2), and bis((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) (E)-hex-3-enedioate (VC3) were synthesized from 4-(hydroxymethyl)-5-methyl-1,3-dioxol-2-one (DMDO-OH). Among these, only VC3 successfully and selectively afforded well-defined. alpha,omega-di(vinylene carbonate) telechelic polyolefins, namely di(VC3)-PCOE and di(VC3)-P(NB-co-CDT), from the ROMP/CM of COE, and norbonene (NB)/trans,trans,cis-1,5,9-cyclododecatriene (CDT), respectively, using Grubbs? 2nd-generation ruthenium catalyst (G2) under mild operating conditions (CH2Cl2, 40 C, 3 h). Preliminary investigations on the reactivity of a model VC, namely 4,5-dimethyl-1,3-dioxol-2-one (DMDO), towards nucleophiles such as a primary or secondary amines, promisingly showed the formation of hydroxy-oxazolidone compounds 1 and 2, and oxo-urethane 3 species, respectively. Yet, the ultimate reaction of di(VC3)-PCOE with 2,2?-(ethylenedioxy)bis(ethylamine) (EDR-148) did not give the expected poly(di(hydroxy-oxazolidone)polyolefin)s polyaddition type of NIPUs; competing amidation and/or dehydration or urea formation reactions evidenced by detailed NMR, FTIR and MS analyses, were proposed to account for this inefficiency.

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gem-cyclodialkylation A facile synthetic route to N-substituted heterocycles

N-alkylated and N-arylated pyrroles, pyrrolidines, and piperidines are synthesized in high yield by the reaction between cyclic ethers and primary amines over a heterogeneous titania catalyst.

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The Absolute Best Science Experiment for (R)-4-Benzyl-2-oxazolidinone

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102029-44-7, Name is (R)-4-Benzyl-2-oxazolidinone, belongs to oxazolidine compound, is a common compound. HPLC of Formula: C10H11NO2In an article, once mentioned the new application about 102029-44-7.

TRIAZOLE-ISOXAZOLE COMPOUND AND MEDICAL USE THEREOF

A compound represented by Formula [I]: or pharmaceutically acceptable salt thereof, wherein each symbol is as defined in the description.

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Discovery of (S)-4-Isobutyloxazolidine-2,5-dione

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Oligopeptides and copeptides of homochiral sequence, via beta-sheets, from mixtures of racemic alpha-amino acids, in a one-pot reaction in water; relevance to biochirogenesis

As part of our studies on the biochirogenesis of peptides of homochiral sequence during early evolution, the formation of oligopeptides composed of 14-24 residues of the same handedness in the polymerization of DL-leucine (Leu), DL-phenylalanine (Phe), and DL-valine (Val) in aqueous solutions, by activation with N,N?-carbonyldiimidazole and then initiation with a primary amine, in a one-pot reaction, was demonstrated by MALDI-TOF MS using deuterium enantio-labeled alpha-amino acids. The formation of long isotactic peptides is rationalized by the following steps occurring in tandem: (i) creation of a library of short diasteroisomeric oligopeptides containing isotactic peptides in excess in comparison to a binomial kinetics, as a result of an asymmetric induction exerted by the N-terminal residue of a given handedness; (ii) precipitation of the less soluble racemic isotactic penta- and hexapeptides in the form of beta-sheets that are delineated by homochiral rims; (iii) regio-enantiospecific chain elongation occurring heterogeneously at the beta-sheets/solution interface. Polymerization of L-Leu with L-isoleucine (Ile) or L-Phe with L-1N-Me-histidine yielded mixtures of copeptides containing both residues. In contrast, in the polymerization of the corresponding mixtures of L- + D-alpha-amino acids, the long oligopeptides were composed mainly from oligo-L-Leu and oligo-D-Ile in the first system and oligo-D-Phe in the second. Furthermore, in the polymerization of mixtures of hydrophobic racemic alpha-amino acids DL-Leu, DL-Val, and DL-Phe and with added racemic DL-alanine and DL-tyrosine, copeptides of homochiral sequences are most dominantly represented. Possible routes for a spontaneous “mirror-symmetry breaking” process of the racemic mixtures of homochiral peptides are presented.

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Oxazolidine – Wikipedia,
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Chemoselective debezylation of the N-1-phenylethyl group in 2-oxazolidinones by the anisole-methanesulfonic acid system

The chemoselective removal of N-1-phenylethyl group in 2-oxazolidinones by the anisole-methanesulfonic acid system was investigated. Optically active 4,5-cis- and 4,5-trans-diphenyl-2-oxazolidinones (1a-d) were easily synthesized from dl-stilbene oxides (trans- and cis-7a) using this debenzylation.

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New explortion of 173604-33-6

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Enantiospecific synthesis of trisubstituted butyrolactone natural products and their analogs

A general methodology for the synthesis of highly substituted butyrolactones in enantiomerically pure form has been developed. The application of this process in a highly efficient synthesis of lactone natural products blastmycinone (1), NFX-2 (2), antimycinone (3), and NFX-4 (4) and two lipid metabolites (5, 6) are described. Additionally, the total synthesis of 5-epi-blastmycinone (22), 5-epi-NFX-2 (21b), 5-epi-NFX-4 (21c), and lipid metabolite analogs (19, 20) are also described. The overall yields for the target molecules are the highest reported so far in the literature.

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Intramolekulare Allylsilan-Addition an chirale Alkyliden-1,3-dicarbonylverbindungen zur Synthese enantiomerenreiner trans-1,2-disubstituierter Cyclopentane und Cyclohexane

Keywords: Allylsilane; Asymmetrische Synthesen; Cyclohexane; Cyclopentane; Cyclisierungen

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