Abstract
An efficient approach for the facile synthesis of a potent vaccine adjuvant RC-529 is described. The synthetic strategy relies on the flexible use of orthogonal protecting groups, which makes it possible to accomplish selective phosphorylation, glycosylation and acylation, respectively. In addition, the use of readily cleaved 2-naphthylmethyl (Nap) ether and allyl esters as permanent protecting groups greatly facilitates the final global deprotection steps to obtain pure RC-529. This work will contribute to the synthesis of lipid A and its derivatives.
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Tiehai Li
Prof. Tiehai Li received his Ph.D. degree in Chemical Biology at Nankai University in 2012. Then he joined Prof. Peng George Wang’s group at Georgia State University for postdoctoral training. Since 2015, he worked with Prof. Geert-Jan Boons in Complex Carbohydrate Research Center at University of Georgia. At the end of 2019, he started his independent research career at Shanghai Institute of Materia Medica, Chinese Academy of Sciences. His major research interests focus on developing efficient methods and strategies for the synthesis of biologically important oligosaccharides and glycoconjugates, and the design and synthesis of carbohydrate-based drugs and vaccines.