Synthesis of 3'-difluoromethylene-3'-deoxythymidine and some derivatives

Article abstract of DOI:10.1055/s-1997-1170

Ultrasound-assisted reaction of the 3'-oxo derivative of thymidine (1) with bromodifluoromethyl[tris(dimethylamino)phosphonium] bromide (8) and zinc, gives the corresponding 3'-difluoromethylene nucleoside 5. Subsequent removal of the dimethoxytrityl group provides hitherto unreported 3'-difluoromethylene-3'-deoxythymidine (6), a new analogue of AZT.