학술논문

Efficient synthesis of monophosphoryl lipid A mimetic RC-529.
Document Type
Article
Source
Journal of Carbohydrate Chemistry. 2021, Vol. 40 Issue 7-9, p501-517. 17p.
Subject
*LIPID synthesis
*ACYLATION
*GLYCOSYLATION
*PHOSPHORYLATION
*ESTERS
Language
ISSN
0732-8303
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. [ABSTRACT FROM AUTHOR]