{"title":"Studies on the syntheses of heterocyclic compounds. Part CCCXCII. An alternative total synthesis of petaline","authors":"T. Kametani, T. Kobari, K. Fukumoto*, M. Fujihara","doi":"10.1039/J39710001796","DOIUrl":null,"url":null,"abstract":"Petaline (1) was synthesised by methylation of 1,2,3,4-tetrahydro-8-hydroxy-7-methoxy-1-(4-methoxybenzyl)-2-methylisoquinoline (12) prepared from 5-benzyloxy-2-bromo-4-methoxyphenethylamine (5) by two methods. Moreover, tetrahydroisoquinoline (12) was synthesised by Stevens reaction of 8-benzyloxy-1,2,3,4-tetrahydro-7-methoxy-2-(4-methoxybenzyl)isoquinoline methochloride (21).","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"295 1","pages":"1796-1800"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"9","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710001796","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 9
Abstract
Petaline (1) was synthesised by methylation of 1,2,3,4-tetrahydro-8-hydroxy-7-methoxy-1-(4-methoxybenzyl)-2-methylisoquinoline (12) prepared from 5-benzyloxy-2-bromo-4-methoxyphenethylamine (5) by two methods. Moreover, tetrahydroisoquinoline (12) was synthesised by Stevens reaction of 8-benzyloxy-1,2,3,4-tetrahydro-7-methoxy-2-(4-methoxybenzyl)isoquinoline methochloride (21).
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