Đorđe Glišin, Ljiljana Jelenković, Nataša Pejković, D. Dimitrijević, Jelena Voinović, Saša D. Stanković, B. Arsić
{"title":"D-glucurono-6,3-lactone as an interesting compound in the synthetic chemistry of carbohydrates related targets","authors":"Đorđe Glišin, Ljiljana Jelenković, Nataša Pejković, D. Dimitrijević, Jelena Voinović, Saša D. Stanković, B. Arsić","doi":"10.5937/savteh2301084g","DOIUrl":null,"url":null,"abstract":"Isopropylidene acetals and ketals are frequent protecting groups in the chemistry of carbohydrates, particularly in organic synthesis. The yield of these derivatives must be high. Besides already published syntheses, we report a new way of synthesizing these derivatives in high yields and efficient deprotection. Acetyl and benzoyl groups are frequent protecting groups, and their use in carbohydrate chemistry , particularly on the derivative of D-glucurono-6,3-lactone was shown. Reactions of 1,2,5-triO-acetyl-D-glucurono-6,3-lactone with BF3 and (CH3CH2)3SiH, LiBH4, respectively and I2, were also reported.","PeriodicalId":7216,"journal":{"name":"Advanced Technologies","volume":"23 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Technologies","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.5937/savteh2301084g","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Isopropylidene acetals and ketals are frequent protecting groups in the chemistry of carbohydrates, particularly in organic synthesis. The yield of these derivatives must be high. Besides already published syntheses, we report a new way of synthesizing these derivatives in high yields and efficient deprotection. Acetyl and benzoyl groups are frequent protecting groups, and their use in carbohydrate chemistry , particularly on the derivative of D-glucurono-6,3-lactone was shown. Reactions of 1,2,5-triO-acetyl-D-glucurono-6,3-lactone with BF3 and (CH3CH2)3SiH, LiBH4, respectively and I2, were also reported.
异丙烯缩醛和酮是碳水化合物化学中常见的保护基团,特别是在有机合成中。这些衍生品的收益率一定很高。除了已发表的合成方法外,我们还报道了一种高收率和高效脱保护的合成这些衍生物的新方法。乙酰基和苯甲酰基是常用的保护基团,它们在碳水化合物化学中的应用,特别是在d -葡萄糖醛酸-6,3-内酯的衍生物上。报道了1,2,5-三乙酰- d -葡萄糖醛酸-6,3-内酯分别与BF3和(CH3CH2)3SiH, LiBH4和I2的反应。