114179-84-9Relevant articles and documents
Novel glycosyl pyridyl-triazole@palladium nanoparticles: Efficient and recoverable catalysts for C-C cross-coupling reactions
Shen, Hongyun,Shen, Chao,Chen, Chao,Wang, Anming,Zhang, Pengfei
, p. 2065 - 2071 (2015)
We report the development of a series of glycosyl pyridyl-triazole@palladium nanoparticles (GPT-Pd) which were synthesized by the reaction of azidoglycosides with 2-ethynylpyridine via click chemistry. These palladium nanoparticles were obtained in high yields and were fully characterized by 1H and 13C NMR, elemental analysis, transmission electron microscopy, and thermogravimetric analysis. The single crystal structure of GPT-Pd catalyst 5c was determined to show that the glycosyl pyridyl-triazole coordinated with palladium in a bidentate (N,N) coordination mode. Their use in palladium-catalyzed C-C coupling reactions such as Suzuki-Miyaura coupling, Heck reaction and Sonogashira reaction achieved quantitative production under mild conditions. Furthermore, the catalysts can be easily separated from the reaction mixture and the catalytic activity remained unchanged even after 8 successive catalytic cycles. This journal is
A Highly Stereoselective Synthesis of β-Glucosides from Pentaacylglucopyranose and Alkyl Silyl Ether by the Use of a Catalytic Amount of Active Species Generated from Methyltrichlorosilane and SIlver Perchlorate
Mukaiyama, Teruaki,Katsurada, Manabu,Iida, Yousuke
, p. 2105 - 2108 (1992)
An efficient catalytic β-glycosylation reaction starting from pentaacylglucopyranose and alkyl silyl ether was performed using an active species generated from MeSiCl3 and AgClO4. 1-O-Acetyl-2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranose stereoselectively rea
A five-extra valeryl-based pyran glucose preparation method
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Paragraph 0005; 0021; 0023; 0026; 0027; 0030, (2017/10/06)
The invention discloses a method for preparing penta-pivaloyl glucopyranose. The method comprises the following steps: adding an organic solvent to glucose, and stirring and cooling; adding pivaloyl chloride, 4-dimethylaminopyridine and an acid-binding agent; reacting to synthesize penta-pivaloyl glucopyranose, wherein a reaction system formed by glucose, the organic solvent, pivaloyl chloride, 4-dimethylaminopyridine and the acid-binding agent can be mutually dissolved with water; adding water to the reaction system for quenching reaction after reaction is ended; and filtering, re-crystallizing and drying to obtain penta-pivaloyl glucopyranose. Compared with an existing process, the post-treatment method is simplified; the product loss in the treatment process is reduced; the quality of the product is improved; the yield of the product is improved; organic solvent extracting and washing operations are not carried out; the consumption of the organic solvent, acid and base is reduced; the operation is simple; and the harm to the environment is small.
Synthesis and Biological Evaluation of Novel Carbohydrate-Derived Derivatives of Erlotinib
Yu, Wenbo,Jiang, Luxia,Shen, Chao,Zhang, Pengfei
, p. 319 - 325 (2016/10/12)
(Table presented.). A series of novel carbohydrate-derived Erlotinib derivatives were prepared by the copper-catalyzed cycloaddition reaction of erlotinib with various azido-sugars. The structures of the newly synthesized compounds were characterized and their cytostatic effects evaluated in vitro on human cancer cell lines MDA-MB-231, HEPG-2, A549, and MCF-7 using an MTS assay. The novel erlotinib derivatives had the expected inhibitory effects on MDA-MB-231 and HEPG-2 cell llines. Among the compounds evaluated the carbohydrate-derived compounds 5b, 5d, 6a, and 6c had more potent activities against MDA-MB-231 or HEPG-2 than Erlotinib. Drug Dev Res, 2016.