1374564-21-2Relevant academic research and scientific papers
P- tert-Butyl Groups Improve the Utility of Aromatic Protecting Groups in Carbohydrate Synthesis
Asano, Sachi,Tanaka, Hide-Nori,Imamura, Akihiro,Ishida, Hideharu,Ando, Hiromune
supporting information, p. 4197 - 4200 (2019/06/18)
Aromatic protective groups are widely used in carbohydrate synthesis owing to their numerous merits. However, they unpredictably make certain compounds insoluble in organic solvents owing to their π-stacking abilities. It was found that introducing a tert
Efficiently synthesizing lacto-ganglio-series gangliosides by using a glucosyl ceramide cassette approach: The total synthesis of ganglioside X2
Nakashima, Shinya,Ando, Hiromune,Saito, Risa,Tamai, Hideki,Ishida, Hideharu,Kiso, Makoto
, p. 1041 - 1051 (2012/08/08)
The first total synthesis of the hybrid ganglioside X2, which consisted of a highly branched octasaccharide and ceramide moieties, was accomplished by using a glucosyl ceramide cassette approach. With a disaccharyl donor, the heptasaccharide could not be constructed by glycosylation of the C4 hydroxy group of galactose at the reducing end of the pentasaccharide. In contrast, through an alternative approach with two branched glycan units, a GM2-core trisaccharide, and a lacto-ganglio tetrasaccharide, the heptasaccharyl donor could be prepared and subsequently joined with a glucosyl ceramide cassette to afford the protected ganglioside, X2. Finally, global deprotection completed the synthesis, thus affording the pure ganglioside X2.
