Synthesis of 1-(<i>T</i>-Butoxycarbonyl)benzotriazole and 1-(<i>p</i>-Methoxybenzyloxycarbonyl)benzotriazole and Their Use in the Protection of Amino Acids

Abstract

Abstract Benzotriazol-1-ylcarbonyl chloride, generated from benzotriazole and phosgene, reacts with t-butyl alcohol and p-methoxybenzyl alcohol to give 1-(t-butoxycarbonyl)benzotriazole (4) and 1-(p-methoxy-benzyloxycarbonyl)benzotriazole (5), respectively in good yields. The synthetic utility of reagents 4 and 5 is shown by effective amino protection in phenylalanine and phenylglycine.