{"title":"分子内糖基化通过o6,5 '-环核苷形成4-甲氧基-2,6-二氧嘧啶核苷。","authors":"C Castro, C Chen, M E Jung","doi":"10.1080/07328319908044616","DOIUrl":null,"url":null,"abstract":"<p><p>Lewis-acid promoted intramolecular N1 glycosylation to form the novel O6,5'-cyclonucleoside 1a occurs in high yield from the corresponding acyclic thiophenyl-glycoside 12. The relative stability of the O6,5' tether compared with O2,5' and O2,3' tethers is reported. Cleavage of the anhydro bond was effected with aqueous base to yield the 4-methoxybarbituric acid nucleoside analogue 14.</p>","PeriodicalId":19222,"journal":{"name":"Nucleosides & nucleotides","volume":"18 11-12","pages":"2415-23"},"PeriodicalIF":0.0000,"publicationDate":"1999-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328319908044616","citationCount":"2","resultStr":"{\"title\":\"Intramolecular glycosylation to form 4-methoxy-2,6-dioxopyrimidine nucleosides via O6,5'-cyclonucleosides.\",\"authors\":\"C Castro, C Chen, M E Jung\",\"doi\":\"10.1080/07328319908044616\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Lewis-acid promoted intramolecular N1 glycosylation to form the novel O6,5'-cyclonucleoside 1a occurs in high yield from the corresponding acyclic thiophenyl-glycoside 12. The relative stability of the O6,5' tether compared with O2,5' and O2,3' tethers is reported. Cleavage of the anhydro bond was effected with aqueous base to yield the 4-methoxybarbituric acid nucleoside analogue 14.</p>\",\"PeriodicalId\":19222,\"journal\":{\"name\":\"Nucleosides & nucleotides\",\"volume\":\"18 11-12\",\"pages\":\"2415-23\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1999-11-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1080/07328319908044616\",\"citationCount\":\"2\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Nucleosides & nucleotides\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1080/07328319908044616\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nucleosides & nucleotides","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/07328319908044616","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Intramolecular glycosylation to form 4-methoxy-2,6-dioxopyrimidine nucleosides via O6,5'-cyclonucleosides.
Lewis-acid promoted intramolecular N1 glycosylation to form the novel O6,5'-cyclonucleoside 1a occurs in high yield from the corresponding acyclic thiophenyl-glycoside 12. The relative stability of the O6,5' tether compared with O2,5' and O2,3' tethers is reported. Cleavage of the anhydro bond was effected with aqueous base to yield the 4-methoxybarbituric acid nucleoside analogue 14.
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