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Design and synthesis of a new class of indeno[1,2-b]pyridine thioglycosides
Nucleosides, Nucleotides & Nucleic Acids ( IF 1.3 ) Pub Date : 2020-06-30 , DOI: 10.1080/15257770.2020.1780436
Galal H Elgemeie 1 , Nahed M Fathy 2 , Ayman B Farag 3 , Aisha M Bin Yahab 4
Affiliation  

Abstract This research reports a novel method for synthesizing a new class of indeno[1,2-b]pyridine thioglycosides. This series of indenopyridine thioglycosides was designed by the reaction of (E)-2-cyano-3-(furan/or thiophene-2-yl)prop-2-enethioamide 1a or 1b with 1-indanone 2 to give the corresponding 2-thiooxo-1H-indeno[1,2-b]pyridine-3-carbonitriles 3a,b. The latter compounds were treated with peracetylated sugar bromides 5 in KOH–acetone to give the corresponding indenopyridine thioglycosides 6a–h. Ammonolysis of the protected indenopyridine thioglycosides 6a–h gave the corresponding free indenopyridine thioglycosides 7a–h. The compounds have been characterized by 13C NMR, 1H NMR and IR spectra.

中文翻译:

新型茚并[1,2-b]吡啶硫糖苷的设计与合成

摘要 本研究报道了一种合成新型茚并[1,2-b]吡啶硫糖苷的新方法。该系列茚并吡啶硫糖苷是通过 (E)-2-cyano-3-(furan/or thiophene-2-yl)prop-2-enethioamide 1a 或 1b 与 1-indanone 2 反应得到相应的 2- thiooxo-1H-indeno[1,2-b]pyridine-3-carbonitriles 3a,b。后一种化合物在 KOH-丙酮中用全乙酰化糖溴化物 5 处理,得到相应的茚并吡啶硫糖苷 6a-h。受保护的茚并吡啶硫糖苷 6a-h 的氨解得到相应的游离茚并吡啶硫糖苷 7a-h。这些化合物已通过 13C NMR、1H NMR 和 IR 光谱表征。
更新日期:2020-06-30
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