106248-66-2Relevant articles and documents
Facile Syntheses of Galacto- and Glucopyranosyl Azides Substituted at C-6
Gyoergydeak, Zoltan,Szilagyi, Laszlo
, p. 235 - 242 (2007/10/02)
Acetylated 6-chloro-, 6-bromo-, 6-iodo-, and 6-azido-6-deoxy-α-D-glucopyranosyl azides (26, 22, 17, 30), -β-D-glucopyranosyl azides (27, 23, 18, 31), -α-D-galactopyranosyl azides (28, 24, 19, 32), and -β-D-galactopyranosyl azides (29, 25, 20, 33) have been obtained by nucleophilic displacement reactions of the appropriate 6-O-(p-toluenesulfonates) 9-12.Hydrogen iodide elimination from the 6-iodo-6-deoxyglycosyl azides 17-20 by DBU or DBN leads to the hex-5-enopyranosyl azides with α-D-xylo (43), β-D-xylo (44), α-L-arabino (46), and β-L-arabino configuration.The. structures, anomeric configurations, and conformations of the products were determined by 1H-NMR spectroscopy