Tag: M.W=200-250

Nemec, Vaclav published the artcileFuro[3,2-b]pyridine: A Privileged Scaffold for Highly Selective Kinase Inhibitors and Effective Modulators of the Hedgehog Pathway, Recommanded Product: (3-(Piperidin-1-yl)phenyl)boronic acid, the publication is Angewandte Chemie, International Edition (2019), 58(4), 1062-1066, database is CAplus and MEDLINE.

Reported is the identification of the furo[3,2-b]pyridine core as a novel scaffold for potent and highly selective inhibitors of cdc-like kinases (CLKs) and efficient modulators of the Hedgehog signaling pathway. Initially, a diverse target compound set was prepared by synthetic sequences based on chemoselective metal-mediated couplings, including assembly of the furo[3,2-b]pyridine scaffold by copper-mediated oxidative cyclization. Optimization of the subseries containing 3,5-disubstituted furo[3,2-b]pyridines, e.g. I, afforded potent, cell-active, and highly selective inhibitors of CLKs. Profiling of the kinase-inactive subset of 3,5,7-trisubstituted furo[3,2-b]pyridines, e.g. II, revealed sub-micromolar modulators of the Hedgehog pathway.

Angewandte Chemie, International Edition published new progress about 634905-21-8. 634905-21-8 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is (3-(Piperidin-1-yl)phenyl)boronic acid, and the molecular formula is C11H16BNO2, Recommanded Product: (3-(Piperidin-1-yl)phenyl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Robles, Omar published the artcileNovel Piperidinyl-Azetidines as Potent and Selective CCR4 Antagonists Elicit Antitumor Response as a Single Agent and in Combination with Checkpoint Inhibitors, HPLC of Formula: 1251006-73-1, the publication is Journal of Medicinal Chemistry (2020), 63(15), 8584-8607, database is CAplus and MEDLINE.

The C-C chemokine receptor 4 (CCR4) is broadly expressed on regulatory T cells (T_reg) as well as other circulating and tissue-resident T cells. T_reg can be recruited to the tumor microenvironment (TME) through the C-C chemokines CCL17 and CCL22. T_reg accumulation in the TME has been shown to dampen the antitumor immune response and is thought to be an important driver in tumor immune evasion. Preclin. and clin. data suggest that reducing the T_reg population in the TME can potentiate the antitumor immune response of checkpoint inhibitors. We have developed small-mol. antagonists of CCR4, featuring a novel piperidinyl-azetidine motif, that inhibit the recruitment of T_reg into the TME and elicit antitumor responses as a single agent or in combination with an immune checkpoint blockade. The discovery of these potent, selective, and orally bioavailable CCR4 antagonists(I), and their activity in in vitro and in vivo models, is described herein.

Journal of Medicinal Chemistry published new progress about 1251006-73-1. 1251006-73-1 belongs to piperidines, auxiliary class Azetidine,Piperidine,Amide, name is tert-Butyl 3-(piperidin-3-yl)azetidine-1-carboxylate, and the molecular formula is C13H24N2O2, HPLC of Formula: 1251006-73-1.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Crich, David published the artcileStereocontrolled Formation of β-Glucosides and Related Linkages in the Absence of Neighboring Group Participation: Influence of a trans-Fused 2,3-O-Carbonate Group, Related Products of piperidines, the publication is Journal of Organic Chemistry (2005), 70(18), 7252-7259, database is CAplus and MEDLINE.

Ph 4,6-di-O-benzyl-2,3-O-carbonyl-β-D-glucothiopyranoside and the regio-isomeric Ph 2,6-di-O-benzyl-3,4-O-carbonyl-β-D-glucothiopyranoside were prepared and studied as glucosyl donors at -60 °C in dichloromethane with pre-activation by 1-benzenesulfinyl piperidine before addition of the acceptor alc. The 2,3-O-carbonate protected donor showed moderate to excellent β-selectivity under these conditions depending on the acceptor employed, thereby providing a means for 1,2-trans-equatorial glycosidic bonds without recourse to neighboring group participation and its associated problem of ortho ester formation. In contrast, the 3,4-O-carbonate protected donor showed moderate to no β-selectivity under the conditions employed. The results obtained in this study with carbonate protected glucopyranosyl donors are contrasted with those obtained previously in the manno- and rhamnopyranosyl series when the 2,3-O-carbonate protected is α-selective and the 3,4-O-carbonate is β-selective.

Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Heuckendorff, Mads published the artcileOn the Gluco/Manno Paradox: Practical α-Glucosylation by NIS/TfOH Activation of 4,6-O-Tethered Thioglucoside Donors, COA of Formula: C11H15NOS, the publication is European Journal of Organic Chemistry (2016), 2016(30), 5136-5145, database is CAplus.

A practical protocol for obtaining α-glucosides was established. It was found that 4,6-O-benzylidene or 4,6-O-(di-tert-butylsilylene) tethering of glucosyl donors of the thioglycoside type enables highly α-selective glucosylation under conditions of N-iodosuccinimide (NIS)/triflic acid (TfOH) activation. The α-glucosylation were further found to be largely independent of promoter system, temperature, leaving group and anomeric configuration. The results are discussed in the context of the Glucose/Mannose paradox in glycosylation chem.

European Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, COA of Formula: C11H15NOS.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Xu, Rongsong published the artcileSynthesis of β-(1â†?)-oligo-D-mannuronic acid neoglycolipids, COA of Formula: C11H15NOS, the publication is Carbohydrate Research (2008), 343(1), 7-17, database is CAplus and MEDLINE.

Mammalian Toll-like receptors (TLRs) play important roles in host immune defense. The activation of TLR and down-stream signaling pathways have great impact on human physiol. Chem. diverse microbial products as well as synthetic ligands serve as agonists for these receptors. Recently, synthetic TLR ligands are being exploited as useful therapeutic agents for a variety of diseases including infections, inflammatory diseases, and cancers. Alginate polymers and oligosaccharides are strong immune stimulants mediated by TLR2/4, but synthesis of alginate oligomers is rarely studied. Reported here are the design and chem. synthesis of two β-(1â†?)-di- and β-(1â†?)-tri-D-mannuronic acid neoglycolipids I (n = 0, 1) as potential TLR ligands. By using 4,6-di-O-benzylidene-protected 1-thio mannoside as a glycosyl donor, the diastereoselective β-D-mannosylation protocol provides the β-(1â†?)-D-mannobiose and β-(1â†?)-D-mannotriose derivatives, which upon regioselective oxidation with TEMPO/[bis(acetoxy)iodo]benzene (BAIB) oxidation system yield the corresponding β-(1â†?)-D-mannuronic acid containing neoglycolipids I (n = 0, 1).

Carbohydrate Research published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C6H3ClFNO2, COA of Formula: C11H15NOS.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Shao, N. published the artcileA facile synthesis of the fucosylated N-linked glycan core and its application to solid-phase synthesis of CD52 glycopeptide, Computed Properties of 4972-31-0, the publication is Polish Journal of Chemistry (2005), 79(2), 297-307, database is CAplus.

An efficient synthesis of the fucosylated N-linked core hexasaccharide and its asparagine conjugate, as well as their applications to the solid-phase synthesis of an extensively protected glycopeptide of CD52 antigen containing the hexasaccharide, is described. The difficult β-mannosidic and α-fucosidic linkages were achieved by the Crich and in situ anomerization protocols resp., which offered excellent results. An especially acid-sensitive resin, 2-chloro-trityl resin, was used in the solid-phase synthesis, and the target glycopeptide could be released from the resin by 10% HOAc without affecting the acid-labile protecting groups and fucosidic bond.

Polish Journal of Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C5H6N2O2, Computed Properties of 4972-31-0.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Angles d’Ortoli, Thibault published the artcileStructure-Reactivity Relationships of Conformationally Armed Disaccharide Donors and Their Use in the Synthesis of a Hexasaccharide Related to the Capsular Polysaccharide from Streptococcus pneumoniae Type 37, Product Details of C11H15NOS, the publication is Journal of Organic Chemistry (2017), 82(15), 8123-8140, database is CAplus and MEDLINE.

To advance the field of glycobiol., efficient synthesis methods of oligosaccharides and glycoconjugates are a requisite. In glycosylation reactions using super-armed donors, both selectivity and reactivity issues must be considered, and we herein investigate these aspects for differently protected β-linked 2-O-glycosylated glucosyl donors carrying bulky tert-butyldimethylsilyl groups to different extents. The acceptors in reactions being secondary alcs. presents a challenging situation with respect to steric crowding. Conformational pyranose ring equilibrium of the super-armed disaccharide donors with axial-rich substituents contained skew and boat conformations, and three-state models were generally assumed. With NIS/TfOH as the promotor, 2,6-di-tert-butyl-4-methylpyridine as the base, and a dichloromethane/toluene solvent mixture, Et 1-thio-β-D-glucosyl disaccharide donors having 6-O-benzyl group(s) besides tert-butyldimethylsilyl groups were efficiently coupled at -40 °C to the hydroxyl group at position 3 of glucopyranosyl acceptors to form β-(1â†?),β-(1â†?)-linked trisaccharides, isolated in excellent 95% yield. The more axial-rich donors in skew and boat conformations are thus pre-organized closer to the assumed transition state in these glycosylation reactions. The developed methodol. was subsequently applied in the synthesis of a multi-branched hexasaccharide related to the capsular polysaccharide from Streptococcus pneumoniae type 37, which consists of a β-(1â†?)-linked backbone and a β-(1â†?)-linked side chain of D-glucosyl residues in disaccharide repeating units.

Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Product Details of C11H15NOS.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ueki, Akiharu published the artcileStereoselective synthesis of benzyl-protected β-galactosides by propionitrile-mediated glycosylation, Synthetic Route of 4972-31-0, the publication is Tetrahedron (2008), 64(11), 2611-2618, database is CAplus.

β-Selective galactosylation was studied using a series of 2-O-benzylated Ph 1-thio-galactosides and glycosyl acceptors in propionitrile with BSP-TTBP-Tf₂O. The glycosylation enabled us to synthesize useful precursors of N-acetyl-lactosamine and core O-glyco-serine derivatives in a highly convergent manner.

Tetrahedron published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C15H14Cl2S2, Synthetic Route of 4972-31-0.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Litjens, Remy published the artcileSynthesis of an α-Gal epitope α-D-Galp-(1â†?)-β-D-Galp-(1â†?)-β-D-Glcp NAc-lipid conjugate, Category: piperidines, the publication is Journal of Carbohydrate Chemistry (2005), 24(7), 755-769, database is CAplus.

The synthesis of a neoglycoconjugate containing the Galili epitope trisaccharide connected to a spacer-lipid entity is described. The α-D-Galp-(1â†?)-β-D-Galp-(1â†?)-β-D-GlcpNAc trisaccharide, equipped with a 3-aminopropyl spacer, is efficiently assembled from easily accessible building blocks in a one-pot procedure. Global deprotection of the trisaccharide and ensuing introduction of a bis(palmitamido)-propanamido moiety afforded title trisaccharide.

Journal of Carbohydrate Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Liao, Hsin-Yu published the artcileDifferential Receptor Binding Affinities of Influenza Hemagglutinins on Glycan Arrays, Formula: C11H15NOS, the publication is Journal of the American Chemical Society (2010), 132(42), 14849-14856, database is CAplus and MEDLINE.

A library of 27 sialosides, including seventeen 2,3-linked and ten 2,6-linked glycans, has been prepared to construct a glycan array and used to profile the binding specificity of different influenza hemagglutinins (HA) subtypes, especially from the 2009 swine-originated H1N1 and seasonal influenza viruses. It was found that the HAs from the 2009 H1N1 and the seasonal Brisbane strain share similar binding profiles yet different binding affinities toward various α2,6 sialosides. Anal. of the binding profiles of different HA subtypes indicate that a min. set of 5 oligosaccharides can be used to differentiate influenza H1, H3, H5, H7, and H9 subtypes. In addition, the glycan array was used to profile the binding pattern of different influenza viruses. It was found that most binding patterns of viruses and HA proteins are similar and that glycosylation at Asn27 is essential for receptor binding.

Journal of the American Chemical Society published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Formula: C11H15NOS.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem