Benzyltrimethylammonium hydroxide → Dideoxycytidine

Participants

Reaction Steps

A solution of 20.7 g of the product from Example 14 in 100 mL of ethanol was treated with 10.0 mL of Triton B (N-benzyltrimethyl-ammonium hydroxide), and the mixture was stirred at room temperature overnight. The mixture was concentrated to 20 ml, cooled to 0° C., and the product was collected by filtration. It was washed with 10 mL of cold ethanol to give 4.48 g of 2',3'-dideoxycytidine, mp 215°-218° C., as an off-white solid.

Provenance & Evidence