Efficient synthesis of an alpha(2,9) trisialic acid by one-pot glycosylation and polymer-assisted deprotection.
An efficient synthesis of alpha(2,9) trisialic acid has been achieved via one-pot glycosylation and polymer-assisted deprotection. The synthesis involves chemo- and regioselective alpha-sialylation of ethylthiosialoside with the S-benzoxazolyl (S-Box) sialyl donor. Use of a prelinker to link an activated ester and a vinyl ether via a carbon chain enables polymer-assisted deprotection of the protected trisialic acids.
Tanaka
Hiroshi
H
Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro, Tokyo 152-8552, Japan. thiroshi@apc.titech.ac.jp
Tateno
Yusuke
Y
Nishiura
Yuji
Y
Takahashi
Takashi
T
D006031:Glycosylation; D011108:Polymers / Q000737:chemistry; D012794:Sialic Acids / Q000138:chemical synthesis*
D011108:Polymers; D012794:Sialic Acids; C543094:alpha(2,9) trisialic acid