Synonyms:
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O:Oxidizing agent;There total 30 articles about CID 10130092 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 90.0%
Reference yield: 80.0%
Reference yield:
The study focuses on the asymmetric synthesis of novel chiral 1,2- and 1,3-diols through the reduction of corresponding 1,2-diketones and 1,3-diketones using an oxazaborolidine–BH3 catalyst. The research successfully synthesized seven chiral 1,2-diols and six chiral 1,3-diols, with five of the starting diketones, four racemic 1,2-diols, five chiral 1,2-diols, and two chiral 1,3-diols being identified as new compounds. The methodology applied, the oxazaborolidine–BH3 reduction, was a first-time application to these types of diketones. The study also involved the synthesis of the corresponding racemic 1,2- and 1,3-diols using NaBH4 for the determination of enantiomeric excess (ee) values through chiral resolution on high-performance liquid chromatography (HPLC) and gas chromatography (GC). The newly synthesized chiral compounds were characterized using various analytical techniques, including infrared (IR), proton and carbon-13 nuclear magnetic resonance (1H and 13C NMR), mass spectrometry (MS), and elemental analysis. The relationship between the structure of the diketone and the yield, diastereoselectivity, and enantiomeric excess was also discussed, providing insights into the stereoselective reduction process.
The study focuses on the stereoselective synthesis and organoleptic properties of p-menthane lactones (7a-h), a class of compounds with significant interest to the perfume industry due to their exceptional odor intensity and typical coumarin-like note. The research corrects published data concerning these compounds and identifies 7a, 7b, and 7g as trace components in Italo Mitcham black peppermint oil (Mentha piperita). Various chemicals were used in the study, including (-)-isopulegol, (+)-neoisopulegol, m-chloroperbenzoic acid, lithium diisopropylamide (LDA), potassium permanganate, Raney nickel, and several others, serving as starting materials, reagents, and catalysts in the synthesis of the lactones. The purpose of these chemicals was to facilitate the synthesis of the p-menthane lactones, allowing for their characterization and evaluation of their sensory properties, which are crucial for their potential use in the perfume and flavoring industries.
This research presents a novel four-step synthesis of the pyrrolo[2,1-c][1,4]benzodiazocine ring system. The purpose of this study is to develop an efficient and straightforward route to synthesize this ring system, which is structurally related to the pharmacologically important 1,4-benzodiazepine central nervous system agents. The synthesis involves alkylation of 1H-pyrrole-2-carbaldehyde with ethyl or methyl bromoacetate, oxidation of the resulting esters with potassium permanganate, conversion of the acids to acid chlorides using thionyl chloride, and finally a Dieckmann condensation to form the pyrrolo[2,1-c][1,4]benzodiazocine ring. The study concludes that this new synthetic route is efficient and provides a practical method for the synthesis of the pyrrolo[2,1-c][1,4]benzodiazocine ring system, potentially facilitating further research and development of related pharmaceutical compounds.
The research develop an efficient synthetic route for creating three new polyhydroxylated amino cyclohexane derivatives (aminocyclitols) from D-(-)-quinic acid, with the potential for significant biological activities, particularly as glycosidase inhibitors. The key steps involved the highly stereoselective dihydroxylation of protected azido cyclohexene derivatives (5, 9, and 15), which were derived from D-(-)-quinic acid. The subsequent hydrogenation under acidic conditions yielded the target aminocyclitols (1, 2, and 3) with high overall yields. The study successfully demonstrated a general and efficient route for synthesizing these compounds, which are expected to be valuable for future biological studies and as intermediates in the synthesis of antibiotics. Key chemicals used in the research include D-(-)-quinic acid, KMnO4, MgSO4, trichloroacetonitrile, DBU, and various protecting and deprotecting agents such as methanesulfonyl chloride and lithium hydroxide. The conclusions highlight the high diastereoselectivity of the dihydroxylation process and the feasibility of the synthetic route, paving the way for further exploration of the biological potential of these new aminocyclitols.
The research explores the oxidation of unsymmetrically substituted 1,1-dibenzylhydrazines using various oxidizing agents to produce unsymmetrical bibenzyls. The study aims to delineate the scope and limitations of these oxidation reactions and to understand the mechanism behind the formation of bibenzyls. Key chemicals used include 1,1-dibenzylhydrazines with substituents such as methoxy, methyl, chlorine, and furyl groups, and oxidizing agents like yellow mercuric oxide, potassium permanganate, quinone, mercuric acetate, and Fehling solution. The researchers found that the oxidation with yellow mercuric oxide consistently produced the desired bibenzyls, while other oxidizing agents led to different products, such as tetrazenes. The study concludes that the nature of the substituents and the choice of oxidizing agent significantly influence the outcome of the oxidation reactions. The findings suggest that the oxidation process involves an intermediate state where the terminal nitrogen lacks hydrogens, leading to the loss of nitrogen and coupling of the benzyl residues to form bibenzyls. The research also highlights the potential of alkaline decomposition of benzenesulfonyl derivatives of these hydrazines as an alternative method to produce bibenzyls with better yields and purity.
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