Methyl 5-0-tert-butyldiphenylsilyl-2-deoxy-α β -d-threo-pentofuranoside as a divergent intermediate for the synthesis of 3'-substituted-2',3'-dideoxynucleosides: synthesis of 3'-azido-3'-deoxythymidine, 3'-deoxy-3...

Fleet GWJ, Son JC, Derome AE

The use of methyl 5-0-tert-butyldiphenylsilyl-2-deoxy-α, β -D-threo-pentofuranoside, prepared from D-xylose,as a divergent intermediate for the synthesis of 3'-substituted-2',3'-dideoxynucleosides is illustrated by its conversion into 3'-azido-3'-deoxythymidine, 3'-deoxy-3'-fluorothymidine and 3'-cyano-3'-deoxythymidine. © 1988.