Abstract The synthesis of 5-methylaminomethyl-2-thiouridine (1), a rare nucleoside from t- RNA, starting from the appropriate 2-thiouracil and ribose derivatives is described. During the silyl Hilbert-Johnson nucleoside synthesis with silver perchlorate the tert-butoxycarbonyl (Boc) aminoprotecting group in the 2-thiouracil moiety is removed. This cleavage is due to the intermediate formation of trimethylsilyl perchlorate. Preparative applications of this ...
