The synthesis and conformation of dihydroxypiperidinyl derivates of nucleobases as novel iminosugar nucleoside analogs

D Rejman, R Pohl, M Dračínský

Index: Rejman, Dominik; Pohl, Radek; Dracinskay, Martin European Journal of Organic Chemistry, 2011 , # 11 p. 2172 - 2187

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Citation Number: 3

Abstract

Abstract An optimized method for the synthesis of an important chiral scaffold,(3S, 4R, 5R)-1- N-Boc-3, 4-isopropylidene-3, 4, 5-trihydroxypiperidine, was developed. Using this intermediate, the preparation of various chiral aminodihydroxypiperidines and their transformation into a series of non-glycosidic, six-membered azanucleosides was accomplished. NMR conformation analysis of the prepared piperidine azanucleosides ...