113200-91-2Relevant academic research and scientific papers
Synthesis of pyrrolidine iminosugars, (-)-lentiginosine, (-)-swainsonine and their 8a-epimers from d-glycals
Ansari, Alafia A.,Vankar
, p. 12555 - 12567 (2014/03/21)
Synthesis of pyrrolidine iminosugars has been described from d-glycals via dihydroxylation, oxidative cleavage and double nucleophilic displacement as the key steps. The pyrrolidines obtained have been utilized for the synthesis of important bicyclic iminosugars, viz. (-)-lentiginosine and (-)-swainsonine and their 8a-epimers, which are known to be glycosidase inhibitors.
A flexible route towards five-membered ring imino sugars and their novel 2-deoxy-2-fluoro analogues
Ayad, Tahar,Genisson, Yves,Broussy, Sylvain,Baltas, Michel,Gorrichon, Liliane
, p. 2903 - 2910 (2007/10/03)
A flexible route towards five-membered ring imino sugars starting from a chiral α,β-epoxy aldehyde has been developed. The approach relies on the use of the versatile epoxyamine intermediate 4, from which regiocontrolled epoxide opening affords diastereos
Stereoselective synthesis of (+)-1,8-Di-epi- and (-)-1-epi-swainsonine from an (S)-pyroglutamic acid derivative
Ikota
, p. 1717 - 1721 (2007/10/02)
(+)-1,8-Di-epi-swainsonine (15) and (-)-1-epi-swainsonine (17) were synthesized stereoselectively from an (S)-pyroglutamic acid derivative (1a). A (2R,3R,4R)-3,4-dihydroxy-2-hydroxymethylpyrrolidine derivative (6a) was prepared by cis-dihydroxylation of a
SYNTHESES OF (-)-1-EPI-SWAINSONINE AND (+)-1,8-DI-EPI-SWAINSONINE
Ikota, Nobuo,Hanaki, Akira
, p. 2369 - 2370 (2007/10/02)
The syntheses of (-)-epi-swainsonine and (+)-1,8-di-epi-swainsonine have been achieved from (S)-glutamic acid.
