A facile ultrasound-assisted synthesis of methyl 2,3-O-isopropylidene-β-D-ribofuranoside from D-ribose and its use to prepare new 1,2,3-triazole glycoconjugates

The conversion of D-ribose into its 2,3-O-isopropylidene derivative using ultrasonic irradiation is described. The ultrasound proved to be an excellent alternative as the energy source for the reaction. Different reaction times were investigated, and shorter reaction times and high yield were achieved without the need for purification of the acetonide. The compound was then applied as the starting material in the synthesis of 23 new glycoconjugates of 1,2,3-triazole that are tethered together in different ways. The synthesized compounds were characterized by FTIR, H-1 NMR, C-13 NMR, and HRMS techniques.

Automated summary

The conversion of D-ribose into its 2,3-O-isopropylidene derivative using ultrasonic irradiation is described in this study, where ultrasound was proven to be an excellent energy source for the reaction. Different reaction times were investigated, resulting in shorter reaction times and high yields without the need for purification of the acetonide. The synthesized compounds were then used in the synthesis of 23 new glycoconjugates of 1,2,3-triazole, which were characterized using FTIR, H-1 NMR, C-13 NMR, and HRMS techniques.