Hexamethyldisilazane → HCID 178504300, compound

Participants

Reaction Conditions

Reaction Steps

Bis-trimethylsilylcytosine was prepared by combining 2.44 g of cytosine, 5.15 ml of hexamethyldisilazane and 580 mg of ammonium sulfate with 5 ml of xylenes and refluxing the solution at 120° C. for 1 hour. An additional 5 ml of hexamethyldisilazane were added to form a homogenous solution which was refluxed for 30 minutes. The xylenes and excess hexamethyldisilazane were removed and a gelatin-like bis-trimethylsilylcytosine formed. 5.6 g of the bis-trimethylsilylcytosine were reconstituted in 20 ml of xylenes. The xylenes were removed and the bis-trimethylsilylcytosine was again reconstituted in 20 ml of xylenes. The bis-trimethylsilylcytosine was evaporated to dryness and reconstituted in 5 ml of xylenes. 1 g of 2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-dibenzoyl-1-α-methanesulfonate was reacted with the bis-trimethylsilylcytosine solution at 127° C. for 3.5 hours. HPLC analysis confirmed completion of the reaction.

Provenance & Evidence