Synthesis of Aminotetrazolyl Esters from Cyanogen Azide with Amino Esters

…, EM Goh, DA Parrish, JM Shreeve

Index: Joo, Young-Hyuk; Cho, Soo Gyeong; Goh, Eun Mee; Parrish, Damon A.; Shreeve, Jean'Ne M. European Journal of Organic Chemistry, 2013 , # 4 p. 688 - 692

Full Text: HTML

Citation Number: 2

Abstract

Abstract Several α-amino esters (and their hydrochloride salts) were treated with cyanogen azide at ambient temperature in a mixture of water and acetonitrile to form chiral 5- aminotetrazole derivatives in good yields (47–69%). The cyanogen azide was prepared from cyanogen bromide and sodium azide. Other functionalized α-amino esters (cysteine, arginine, histidine, and serine) were formed in only trace amounts and were difficult to ...