Synonyms:N-iodosuccinimide
98% Min *data from raw suppliers
N-Iodosuccinimide *data from reagent suppliers
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There total 9 articles about N-Iodosuccinimide 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: 99.0%
Reference yield: 89.0%
Reference yield: 80.0%
The research focuses on the design and synthesis of a novel ganglioside ligand intended to target Influenza A viruses. The purpose of this study was to create a compound that could be recognized by these viruses, potentially aiding in the development of antiviral strategies. The researchers aimed to synthesize a ganglioside bearing both Neu5Acα2-3Gal and Neu5Acα2-6Gal sequences, which are known to be essential for viral transmission. In the process, a variety of chemicals were used, including sialyl donors, galactosyl acceptors, N-iodosuccinimide (NIS), triflic acid (TfOH), zinc-copper couple (Zn-Cu), acetic anhydride (Ac2O), palladium on carbon (Pd(OH)2/C), benzoic anhydride (Bz2O), and diammonium cerium(IV) nitrate (CAN), among others. These chemicals were employed in a series of complex reactions to construct the desired ganglioside structure, involving glycosylation, protection and deprotection of functional groups, and purification steps.
The study focuses on the synthesis of an amphiphilic chitoheptaose derivative, tetradecyl-4-O-chitohexaosyl-2-deoxy-2-tetradecanamido-?-D-glucopyranoside hexahydrochloride, which is expected to enhance biological activities through clustering. The synthesis involves multiple steps, starting with the preparation of a heptasaccharide skeleton using a disaccharide synthon for chain elongation. Key chemicals include NJV-diacetylchitobiose, which is converted into a pentenyl glycoside and then benzylidenated to form an elongation synthon. The 1,6-anhydro precursor of the reducing end is glycosylated using N-iodosuccinimide (NIS) and triethylsilyltriflate (TESOTf) as promoters. The introduction of hydrophobic groups involves acylation with tetradecanoyl chloride and a subsequent one-pot synthesis of tetradecyl glycoside. The final product is obtained after deprotection and purification, resulting in a compound that forms micelles in water, as indicated by its solubility in a 3% aqueous solution.
The study presents a simplified method for beta-glycosylation of peptides, focusing on the activation of S-phenyl thioglycosides using N-iodosuccinimide and catalytic copper(I) triflate. This method effectively promotes beta-O-glycosylation at serine and threonine hydroxyls in "mono-," di-, and tripeptides, as well as beta-N-glycosylation of asparagine-containing peptides. A key advantage is the minimization of undesired amide O-glycosylation. The study also develops streamlined deprotection sequences based on global hydrogenolysis, leading to the parent glycopeptides. The core glycopeptide region for biological protein N-glycosylation has been synthesized, purified, and characterized. The research provides an efficient process for O- and N-glycosylation of peptides, which is beneficial for multistep preparations, especially those limited by material availability.
The study presents an efficient method for synthesizing iodoisoquinoline-fused benzimidazole derivatives, which are significant for their potential biological activities such as anti-HIV-1, anticancer, antimicrobial, and antifungal properties. The researchers developed a tandem cyclization strategy using CuI/I2 to promote the electrophilic tandem cyclization of 2-ethynylbenzaldehydes with ortho-benzenediamines. This approach led to the formation of the desired iodoisoquinoline-fused benzimidazoles in moderate to good yields. The study also explored the scope of the reaction with various substrates and demonstrated the potential of the synthesized products for further functionalization through cross-coupling reactions, highlighting the importance of this method for drug discovery and the development of heterocyclic compounds with diverse biological activities.
The research focuses on the synthesis of trans-syn-trans-fused polycyclic ethers, which are structural motifs found in the brevetoxins, a class of neuro- and cardiotoxins produced by the dinoflagellate Gymnodinium breve. The study presents a strategic methodology for constructing these complex polyethers through iodocyclization of alkenyl-substituted cyclohexanol or tetrahydropyranol derivatives, followed by silver ion-induced solvolysis, which retains the configuration via an oxiranium ion intermediate. The process allows for the controlled placement of angular methyl groups at the ether centers generated during the reaction. The iterative nature of the strategy is demonstrated by the synthesis of a tricyclic diether, and the method can be extended to construct the homologous oxepane moiety. Key chemicals used in this process include iodocyclization reagents such as N-iodosuccinimide, silver tetrafluoroborate for solvolysis, and various substituted alkenols as substrates. The research concludes that with appropriate choice of substituents and reaction conditions, the method can effectively construct the trans-syn-trans-fused polycyclic ethers found in brevetoxins.
The study investigates the stereoselective synthesis of 1,2-cis glycosides using 2-O-allyl protected thioglycoside donors through the technique of intramolecular aglycon delivery (IAD). The key chemicals involved include 2-O-allyl protected thioglycosides, which serve as the glycosyl donors, and various alcohols acting as glycosyl acceptors. The process involves a three-step reaction sequence: isomerisation of the allyl bond to produce vinyl ethers, tethering of the glycosyl acceptor using N-iodosuccinimide (NIS), and subsequent intramolecular glycosylation to yield the desired glycosides. The study demonstrates that this method allows for efficient and stereoselective synthesis of both a-mannosides and a-glucosides, with notable advantages such as simplicity, high yield, and no requirement for cyclic 4,6-protection of the glycosyl donor. The findings highlight the potential of allyl-mediated IAD as a practical alternative for the synthesis of 1,2-cis glycosides, overcoming challenges associated with intermolecular reactions and competitive activation of the anomeric leaving group.
The research aims to synthesize simplified analogs of mannopectimycins, a novel class of glycopeptide antibiotics effective against both susceptible and resistant forms of gram-positive bacteria. The study employs a combination of solid-phase and solution-phase techniques to synthesize a simplified hexapeptide. Key chemicals used include N-Fmoc-tyrosine, pentafluorophenyl trifluoroacetate, N-iodosuccinimide, trimethylsilyl triflate, HBTU, HOBt, BOP, DIPEA, and adamantanone dimethyl ketal. The synthesis process involves the assembly of a linear peptide chain on a 2-chlorotrityl chloride resin, followed by cyclization and deprotection steps. The final target compound (5) was obtained through transketalization. However, the fully synthetic analog (5) exhibited very poor antibacterial activity against a diverse panel of bacteria. The study concludes that the cyclic guanidines on the ?-hydroxyenduricidine residues play a crucial role in the antibacterial activities of mannopectimycin derivatives.
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