{"title":"5′-甲基同马马霉素两种非对映体的合成","authors":"W. Ye, S. Schneller","doi":"10.1080/15257770.2015.1114131","DOIUrl":null,"url":null,"abstract":"GRAPHICAL ABSTRACT ABSTRACT The preparation of the C-5′ diastereomers of 5′-homoaristeromycin has been achieved in 6 steps beginning with readily available (3aR,6aR)-2,2-dimethyl-2H,3aH,4H,6aH-cyclopenta[1,3]dioxol-4-one in a Michael reaction employing chiral Evans N-acyloxazolidinones that served to direct the requisite side chain stereochemistry. The two targets were evaluated against a battery of viruses and found to possess activity only towards yellow fever. Both compounds were non-cytotoxic.","PeriodicalId":19306,"journal":{"name":"Nucleosides, Nucleotides and Nucleic Acids","volume":"146 1","pages":"105 - 113"},"PeriodicalIF":0.0000,"publicationDate":"2016-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"The Synthesis of Both Diastereomers of 5′-Methylhomoaristeromycin\",\"authors\":\"W. Ye, S. Schneller\",\"doi\":\"10.1080/15257770.2015.1114131\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"GRAPHICAL ABSTRACT ABSTRACT The preparation of the C-5′ diastereomers of 5′-homoaristeromycin has been achieved in 6 steps beginning with readily available (3aR,6aR)-2,2-dimethyl-2H,3aH,4H,6aH-cyclopenta[1,3]dioxol-4-one in a Michael reaction employing chiral Evans N-acyloxazolidinones that served to direct the requisite side chain stereochemistry. The two targets were evaluated against a battery of viruses and found to possess activity only towards yellow fever. Both compounds were non-cytotoxic.\",\"PeriodicalId\":19306,\"journal\":{\"name\":\"Nucleosides, Nucleotides and Nucleic Acids\",\"volume\":\"146 1\",\"pages\":\"105 - 113\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2016-01-29\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Nucleosides, Nucleotides and Nucleic Acids\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1080/15257770.2015.1114131\",\"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 and Nucleic Acids","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/15257770.2015.1114131","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
摘要
摘要:5′-同马马霉素的C-5′非对映体的制备分6步进行，首先采用手性Evans n -酰基氧唑烷酮在Michael反应中制备了易于获得的(3aR,6aR)-2,2-二甲基- 2h,3aH,4H, 6ah -环五[1,3]二恶醇-4- 1，用于指导所需侧链立体化学。对这两种靶标进行了针对一系列病毒的评估，发现它们仅对黄热病具有活性。两种化合物均无细胞毒性。
The Synthesis of Both Diastereomers of 5′-Methylhomoaristeromycin
GRAPHICAL ABSTRACT ABSTRACT The preparation of the C-5′ diastereomers of 5′-homoaristeromycin has been achieved in 6 steps beginning with readily available (3aR,6aR)-2,2-dimethyl-2H,3aH,4H,6aH-cyclopenta[1,3]dioxol-4-one in a Michael reaction employing chiral Evans N-acyloxazolidinones that served to direct the requisite side chain stereochemistry. The two targets were evaluated against a battery of viruses and found to possess activity only towards yellow fever. Both compounds were non-cytotoxic.
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