674777-75-4Relevant academic research and scientific papers
Synthesis of a pentasaccharide repeating unit corresponding to the cell wall O-antigen of Escherichia coli O59 using iterative glycosylations in one pot
Si, Anshupriya,Misra, Anup Kumar
, p. 4435 - 4441 (2016)
Synthesis of a pentasaccharide repeating unit corresponding to the cell wall O-antigen of Escherichia coli O59 has been achieved by orthogonal glycosylation and two iterative glycosylations in one pot. Synthesis of a β-D-mannosidic linkage present in the molecule has been successfully achieved with satisfactory yield by the activation of thioglycoside with a combination of 1-benzenesulfinyl piperidine (BSP) and triflic anhydride (Tf2O). The α-D-glucosaminyl moiety was achieved in moderate yield from the α-D-mannosyl moiety by azidolysis of C-2 hydroxy group with inversion of configuration. TEMPO mediated selective oxidation of the primary hydroxyl group has been carried out at the late stage of the synthetic strategy.
Synthesis of Readily Modifiable Cyclodextrin Analogues via Cyclodimerization of an Alkynyl-Azido Trisaccharide
Bodine, Kyle D.,Gin, David Y.,Gin, Mary S.
, p. 1638 - 1639 (2007/10/03)
A convergent strategy for the synthesis of β-cyclodextrin analogues is reported, utilizing preferential cyclodimerization of an azido-alkyne trisaccharide via Cu(I)-catalyzed [3 + 2] dipolar cycloaddition of the alkyne and azide functional groups. The res
