An NMR Study of N-isobutyryl-3'-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-2'-benzyloxycarbonyl-guanosine

Abstract

The nucleoside derivative N-isobutyryl-3'-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-2'-benzyloxy carbonyl-guanosine (compound 1) was obtained by selectively cleaving the 1,1,3,3-tetraisopropyldisiloxanyl protecting group at 5'-position with pyridinium hydrofluoride. Liquid chromatography-mass spectrometry (LC-MS), gas chromatography-high resolution mass spectrometry (GC-HRMS), liquid one-dimensional/two-dimensional nuclear magnetic resonance (NMR) techniques (i.e., 1H NMR, 13C NMR, 19F NMR, DEPT, 1H-1H COSY, 1H-13C HSQC and 1H-13C HMBC) were used to assign the signals.

Keywords

• liquid NMR
• chemical shift assignment
• N-isobutyryl-3'-O-(1-fluoro-1
• 1
• 3
• 3-tetraisopropyl-1
• 3-disiloxane-3-yl)-2'-benzyloxycarbonyl-guanosine
• deprotection
• nucleoside derivative