211677-97-3Relevant articles and documents
Application of 2-azido-2-deoxythioglycosides for β-glycoside formation and oligosaccharide synthesis
Mong, Kwok-Kong Tony,Yen, Yu-Fang,Hung, Wei-Cheng,Lai, Yen-Hsun,Chen, Jiun-Han
, p. 3009 - 3017 (2012/06/30)
Most natural 2-acetamido-2-deoxyglycosides exist in a 1,2-trans-β- glycosidic configuration. This study investigated the use of 2-azido-2-deoxythioglycosides for 1,2-trans-β-glycosidic bond formation under low-concentration glycosylation conditions. Furth
Anomeric reactivity-based one-pot oligosaccharide synthesis: A rapid route to oligosaccharide libraries
Ye, Xin-Shan,Wong, Chi-Huey
, p. 2410 - 2431 (2007/10/03)
The assembly of an oligosaccharide library has been achieved in a practical and efficient manner employing a one-pot sequential approach. With the help of the anomeric reactivity values of thioglycosides, using a thioglycoside (mono- or disaccharide) with one free hydroxyl group as acceptor and donor coupled with another fully protected thioglycoside, a di- or trisaccharide is selectively formed without self-condensation and subsequently reacted in situ with an anomerically inactive glycoside (mono- or disaccharide) to form a tri- or tetrasaccharide in high overall yield. The approach enables the rapid assembly of 33 linear or branched fully protected oligosaccharides using designed building blocks. These fully protected oligosaccharides have been partially or completely deprotected to create 29 more structures to further increase the diversity of the library.