T. Kametani, C. Seino, K. Yamaki, S. Shibuya*, K. Fukumoto*, K. Kigasawa, F. Satoh, M. Hiiragi, T. Hayasaka
{"title":"Studies on the syntheses of heterocyclic compounds. Part CCCLXXXVI. Alternative total syntheses of galanthamine and N-benzylgalanthamine iodide","authors":"T. Kametani, C. Seino, K. Yamaki, S. Shibuya*, K. Fukumoto*, K. Kigasawa, F. Satoh, M. Hiiragi, T. Hayasaka","doi":"10.1039/J39710001043","DOIUrl":null,"url":null,"abstract":"Alternative total syntheses of galanthamine (Ia) and N-benzylgalanthamine iodide (VIa) were carried out by phenolic oxidative reactions of the corresponding amides (IIIf and e). Both (–)-and (±)-galanthamine showed analgesic activity comparable to that of morphine.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"3 1","pages":"1043-1047"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"16","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710001043","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 16
Abstract
Alternative total syntheses of galanthamine (Ia) and N-benzylgalanthamine iodide (VIa) were carried out by phenolic oxidative reactions of the corresponding amides (IIIf and e). Both (–)-and (±)-galanthamine showed analgesic activity comparable to that of morphine.