3‘-Aminoacylamino-3‘-deoxyadenosines, analogues of the antibiotic puromycin, have been synthesizedfrom adenosine. They key 3‘-azido derivative 10 was obtained through a 3‘-oxidation/reduction/substitution procedure. A modified purification protocol on a larger scale wasdeveloped for the oxidation step using the Garegg reagent.The coupling reaction between an Fmoc-l-amino acid andthe fully protected form of 3‘-amino-3‘-deoxyadenosine 11furnished the aminoacylated compounds 12 in high yields.The puromycin analogues were obtained in 10 steps and upto 23% (14c) overall yield.