Total Synthesis of Anticoagulant Pentasaccharide Fondaparinux. Issue 5 (11th April 2014)

• Record Type: Journal Article
• Authors: Li, Tiehai; Ye, Hui; Cao, Xuefeng; Wang, Jiajia; Liu, Yonghui; Zhou, Lifei; Liu, Qiang; Wang, Wenjun; Shen, Jie; Zhao, Wei; Wang, Peng
• Is Part Of: ChemMedChem. Volume 9:Issue 5(2014:May)
• Page Start: 1071
• Page End: 1080
• Publication Date: 2014-04-11
• Subjects: Pharmaceutical chemistry -- Periodicals; 615.19005
• DOI: 10.1002/cmdc.201400019
• Languages: English
• ISSNs: 1860-7179

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The anticoagulant pentasaccharide fondaparinux was synthesized using an improved and optimized synthetic strategy including a convergent [3+2] coupling approach, orthogonal protecting groups and various glycosyl donors. The new methods of glycosylation were also used for controlling the stereochemical configuration and improving the yield of the glycosylation. In addition, HPLC and NMR methods to monitor the process of total synthesis of fondaparinux were employed. This work provides a comprehensive elaboration for the synthesis and analysis of fondaparinux based on related literature, as well as abundant information for the synthesis of heparin‐like oligosaccharides.</p> </abstract>