Preparation method of sugar ring pyrrole ring compound

The invention discloses a preparation method of a sugar ring pyrrole ring compound, which is characterized by comprising the following steps: carrying out Ferrier rearrangement reaction on 2-nitrosaccharene to obtain a corresponding 2, 3-unsaturated glucoside compound, and carrying out Barton-Zard r...

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Hauptverfasser: ZHANG JIANBO, JIANG NAN, DONG YOUXIAN, MEI YULING
Format: Patent
Sprache:chi ; eng
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Zusammenfassung:The invention discloses a preparation method of a sugar ring pyrrole ring compound, which is characterized by comprising the following steps: carrying out Ferrier rearrangement reaction on 2-nitrosaccharene to obtain a corresponding 2, 3-unsaturated glucoside compound, and carrying out Barton-Zard reaction on the 2, 3-unsaturated glucoside compound, isocyanide acetate and an alkali to obtain the sugar ring pyrrole ring compound. Compared with the prior art, the method provided by the invention has the advantages of less equivalents of alkali and isonitrile compounds, short reaction time, low reaction temperature, cheap and easily available reagents and low production cost, effectively avoids the use of high-toxicity reagents, and is a green, environment-friendly, economic and efficient preparation method of the sugar ring pyrrole ring compound. 本发明公开了一种糖环并吡咯环类化合物制备方法,其特点是将2-硝基糖烯通过Ferrier重排反应,制得相应的2,3-不饱和糖苷化合物与异腈乙酸酯和碱进行Barton-Zard反应,制得糖环并吡咯环类化合物。本发明与现有技术相比具有使用碱和异腈类化合物的当量少,反应时间短,反应温度低,所用的试剂廉价易得,生产成本低,且有效地避免了高毒试