Ethylthiol trifluoroacetate → 2'-TFA-NH-dU

Participants

Reaction Steps

To a suspension of 2'-amino,2'-deoxyuridine (2.0 g, 8.22 mmoles) in methanol (150 ml) was added S-ethyl trifluorothioacetate (1.6 ml, 12.48 mmoles, 1.5 eq.). This mixture was stirred at room temperature overnight. Nitrogen was bubbled through the reaction mixture for 2 h to remove volatile thio-byproducts. The mixture was evaporated to dryness and the solid was recrystallized from methanol/chloroform to yield 2.3 g (82%) of 2'-trifluoroacetylamino,2'-deoxyuridine. The analytical data agreed with the literature (Imazawa and Eckstein (1979) supra).

Provenance & Evidence