Triurethane-protected guanidines and triflyldiurethane-protected guanidines: new reagents for guanidinylation reactions

…, TJ Baker, K Matthews, M Goodman

Index: Feichtinger, Konrad; Sings, Heather L.; Baker, Tracy J.; Matthews, Kenneth; Goodman, Murray Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8432 - 8439

Full Text: HTML

Citation Number: 187

Abstract

New guanidinylation reagents are reported. These reagents consist of N, N', N''-tri-Boc- guanidine (1) and N, N', N''-tri-Cbz-guanidine (2), which allow for the facile conversion of alcohols to substituted guanidines. A series of arginine analogues were synthesized via condensation of a primary or secondary alcohol with the guanidinylation reagents 1 or 2, under Mitsunobu conditions, 1 to produce protected alkylated guanidines. In addition, an ...