Li Tiehai, Ye Hui, Cao Xuefeng, Wang Jiajia, Liu Yonghui, Zhou Lifei, Liu Qiang, Wang Wenjun, Shen Jie, Zhao Wei, Wang Peng
State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, Nankai University, Synergetic Innovation Center of Chemical Science and Engineering (Tianjin), 94 Weijin Road, Tianjin 300071 (P.R. China).
ChemMedChem. 2014 May;9(5):1071-80. doi: 10.1002/cmdc.201400019. Epub 2014 Apr 11.
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.
抗凝剂戊糖磺达肝癸钠是采用一种改进和优化的合成策略合成的，该策略包括收敛性[3+2]偶联方法、正交保护基和各种糖基供体。新的糖基化方法也用于控制立体化学构型和提高糖基化产率。此外，还采用了HPLC和NMR方法来监测磺达肝癸钠的全合成过程。这项工作在相关文献的基础上，对磺达肝癸钠的合成与分析进行了全面阐述，也为类肝素寡糖的合成提供了丰富的信息。
