1269466-56-9Relevant academic research and scientific papers
Conformation-Controlled Hydrogen-Bond-Mediated Aglycone Delivery Method for α-Xylosylation
Bian, Ya,Cai, Deqin,Ding, Kan,Wu, Shengjie
, p. 9945 - 9960 (2021)
α-Xylosylated glycans and xylosyl derivatives are biomedically important molecules which show numerous bioactivities against infection, cancer, inflammation, and so on. Lacking an efficient α-xylosylation method, the synthesis of α-xyloside-containing molecules was full of challenges. Herein, a robust method is presented for selective α-xylosylation via combination of a rare conformation-controlled strategy and the hydrogen-bond-mediated aglycone delivery method. Various native branched α-xyloside structures necessitate an orthogonally protected xyloside, and a three-pot preparation method of the xylosyl donor was developed for this novel α-xylosylation method, which was further applied in the first synthesis of the side chain N of xyloglucan. This work provides an efficient α-xylosylation method which would make various α-xyloside structures achievable. The conformation-controlled strategy also has important reference to the chemistry of five-carbon pyranose.
One-pot strategies for the synthesis of the tetrasaccharide linkage region of proteoglycans
Huang, Teng-Yi,Zulueta, Medel Manuel L.,Hung, Shang-Cheng
supporting information; experimental part, p. 1506 - 1509 (2011/04/27)
A linker-attached tetrasaccharide corresponding to the linkage region of proteoglycans was synthesized via one-pot procedures from the silylated monosaccharide derivatives. Regioselective one-pot protection protocols were applied in generating the requisite monosaccharide building blocks whereas stereoselective one-pot glycosylation approaches were utilized to assemble the tetrasaccharide skeleton.
