1014698-47-5Relevant academic research and scientific papers
Approaches to the synthesis of CF2-analogues of 2-deoxy-2-aminoglycosides
Poulain, Florent,Leclerc, Eric,Quirion, Jean-Charles
scheme or table, p. 1803 - 1805 (2009/07/05)
The preparation of a fluorinated C-glycosidic analogue of a 2-deoxy-2-acetamido-d-altrose is described. The synthetic sequence involves the addition of a difluoroenoxysilane to a d-glucal, an epoxidation of the resulting unsaturated CF2-glycoside and a ring-opening reaction with TMSN3. An Overman rearrangement of the unsaturated intermediate is also described.
Synthesis of α-CF2-mannosides and their conversion to fluorinated pseudoglycopeptides
Poulain, Florent,Serre, Anne-Lise,Lalot, Jerome,Leclerc, Eric,Quirion, Jean-Charles
, p. 2435 - 2438 (2008/09/19)
(Chemical Equation Presented) A methodology allowing the synthesis α-CF2-mannosides, based on the addition of a difluoroenoxysilane to a glycal followed by a dihydroxylation reaction, is described. The resulting 2,2-difluoro-2-mannosylacetate is converted into two pseudoglycopeptides which may act as E- and P-selectin inhibitors.
