• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文学位 >Preparation of rare sugars and advanced derivatives from complex carbohydrates and carbohydrate polymers.
【24h】

Preparation of rare sugars and advanced derivatives from complex carbohydrates and carbohydrate polymers.

机译：由复杂的碳水化合物和碳水化合物聚合物制备稀有糖和高级衍生物。

获取原文
获取原文并翻译 | 示例
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

Carbohydrates have the potential as the ultimate raw materials for highly functionalized, optically pure chemicals which were extensively used in pharmaceutical, agrichemical and biotech industry. However, these high potentials of carbohydrates remain nearly untouched due to the complex structure and often redundant hydroxyl groups of carbohydrates. The aim of this work is to develop strategies to overcome these difficulties and transform complex carbohydrates to advanced derivatives.;A protocol for the transformation of glycosides to anhydroalditols was established using Me-D-glucoside as the model compound (Chapter 2). Transformation of the free hydroxyl groups to allyl ether followed by reductive cleavage of the glycosidic bond using triethylsilane gave the protected 1,5-anhydroglucitol. Cleavage of the allyl ether bond was achieved by employing PdCl2/CuCl 2 catalytic system. This Protection-Reduction-Deprotection protocol was successfully used in the transformation of complex carbohydrates, such as cellulose, starch and levan, to the corresponding anhydroalditols. The anhydroalditol, 1,5-anhydro-D-glucitol, was transformed to its 6-phosphate, and 2, 3-deoxy derivatives in Chapter 3.;The carbohydrate derivated (S)-2-hydroxyl-butyrolactone and (S)-2-hydroxyl-tetrahydrofuran were transformed to their iodo derivatives in Chapter 4. By controlling the neighboring group effect, the mono and diiodo derivatives were selectively formed. Chapter 5 presents an efficient route to prepare cyclic nitrone from D-ribose. Optically pure iminosugar and isoxazolidines were prepared from the nitrone through stereoselective addition reactions and cycloaddition reactions.
机译：碳水化合物有潜力作为高度功能化的光学纯净化学品的最终原料，这些化学品已广泛用于制药，农业化学和生物技术行业。然而，由于碳水化合物的复杂结构和通常多余的羟基，这些高潜力的碳水化合物几乎保持不变。这项工作的目的是开发克服这些困难并将复杂的碳水化合物转化为高级衍生物的策略。;建立了以Me-D-葡萄糖苷为模型化合物的糖苷转化为脱水醛糖醇的方案（第2章）。游离羟基转化为烯丙基醚，然后使用三乙基硅烷还原性切割糖苷键，得到被保护的1，5-脱水葡萄糖醇。通过使用PdCl2 / CuCl 2催化体系实现烯丙基醚键的裂解。该保护-还原-脱保护方案已成功用于将复杂的碳水化合物（例如纤维素，淀粉和左旋糖）转化为相应的脱水醛糖醇。在第3章中将脱水醛糖醇1,5-脱水D-葡萄糖醇转化为其6-磷酸酯和2,3-脱氧衍生物;碳水化合物衍生的（S）-2-羟基-丁内酯和（S）-在第4章中将2-羟基-四氢呋喃转化为其碘衍生物。通过控制邻近基团效应，选择性地形成了单和二碘衍生物。第5章介绍了一种从D-核糖制备环硝酮的有效途径。通过立体选择性加成反应和环加成反应，由硝酮制备光学纯的亚氨基糖和异恶唑烷。

著录项

  • 作者

    Yuan, Changyou.;

  • 作者单位

    Michigan State University.;

  • 授予单位 Michigan State University.;
  • 学科 Organic chemistry.
  • 学位 Ph.D.
  • 年度 2006
  • 页码 181 p.
  • 总页数 181
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号