475987-13-4Relevant academic research and scientific papers
Synthesis of a new glycosphingolipid, neurosporaside, from Neurospora crassa
Ohtsuka, Isao,Hada, Noriyasu,Kanemaru, Misaki,Fujii, Takanari,Atsumi, Toshiyuki,Kakiuchi, Nobuko
, p. 9 - 16 (2015/02/19)
The glycosphingolipid neurosporaside (α-D-Glcp-(1→2)-β-D-Galp-(1→6)-β-D-Galp-(1→6)-β-D-Galp-(1→)-Cer) occurs in Neurospora crassa. We attempted to synthesize neurosporaside by block synthesis (route A) and linear synthesis (route B). Oligosaccharide derivatives were synthesized using trimethylsilyltrifluoromethanesulfonate and N-iodosuccinimide/trifluoromethane sulfonic acid as promoters. The target tetrasaccharide could not be attained via route A, but route B showed potential: glycosidic bonds (β-D-Galp-(1→6)-β-D-Galp-(1→6)-β-D-Galp) were formed stereoselectively, leading to the synthesis of glycosphingolipid 2.
Regioselective benzoylation of sugars mediated by excessive Bu2SnO: Observation of temperature promoted migration
Zhang, Zhiyuan,Wong, Chi-Huey
, p. 6513 - 6519 (2007/10/03)
Regioselective benzoylation of carbohydrates using an excess of dibutyltin oxide (Bu2SnO) at increased reaction temperatures has been developed for the synthesis of several glycoside benzoates with one or two free hydroxyl groups, including gal
