tert-Butyldimethylsilyl chloride → 3',5'-o-Bis-tert-butyldimethylsilyl-2'-deoxyguanosine

Participants

Reaction Steps

2′-deoxyguanosine dG (0.89 g, 3.30 mmol), imidiazole (2.0 g, 29.32 mmol), and TBSCl (2.34 g, 15.55 mmol) were added to anhydrous DMF (8 mL) at 0° C. under a N2 atmosphere. The reaction mixture was gradually warmed to room temperature and stirred overnight. The mixture was then concentrated in vacuo, treated with a mixture of CHCl3 (8 mL) and MeOH (8 mL), concentrated in vacuo, and purified by silica gel chromatography to yield 3′,5′-O-bis-tert-butyldimethylsilyl-2′-deoxyguanosine dG.01 (1.57 g, 96%) as a white powder.

Provenance & Evidence