312494-77-2Relevant academic research and scientific papers
Chemoselective glycosidation strategy based on glycosyl donors and acceptors carrying phosphorus-containing leaving groups: A convergent synthesis of ganglioside GM3
Sakamoto,Nakamura,Tsuda,Hashimoto
, p. 7691 - 7695 (2007/10/03)
A convergent synthesis of ganglioside GM3 has been achieved by capitalizing on three different phosphorus-containing leaving groups, in which the key features involve a chemo- and regioselective α-glycosidation of sialyl phosphite with partially benzylated galactosyl tetramethylphosphorodiamidate by the aid of trifluoromethanesulfonic acid and a traditionally uncommon coupling of an α-sialyl-(2→3)- galactosyl donor with a glucosylceramide building block which has the β-O-linked ceramide prebuilt into the glucose by a diphenyl phosphate method. (C) 2000 Elsevier Science Ltd.
